WO2014018407A1 - Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid - Google Patents

Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid Download PDF

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Publication number
WO2014018407A1
WO2014018407A1 PCT/US2013/051320 US2013051320W WO2014018407A1 WO 2014018407 A1 WO2014018407 A1 WO 2014018407A1 US 2013051320 W US2013051320 W US 2013051320W WO 2014018407 A1 WO2014018407 A1 WO 2014018407A1
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WO
WIPO (PCT)
Prior art keywords
compound
ester
formula
salt
butyl
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PCT/US2013/051320
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English (en)
French (fr)
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WO2014018407A9 (en
Inventor
Carla N. YERKES
Norbert M. Satchivi
Richard K. Mann
Nelson M. CARRANZA GARZON
Monte R. WEIMER
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Dow Agrosciences Llc
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Priority to AU2013293254A priority Critical patent/AU2013293254B2/en
Priority to HK15111199.9A priority patent/HK1210385A1/xx
Priority to EP13823157.6A priority patent/EP2877017B1/en
Priority to US14/416,414 priority patent/US9232796B2/en
Priority to ES13823157T priority patent/ES2717034T3/es
Priority to MX2015001153A priority patent/MX2015001153A/es
Priority to SG11201500535SA priority patent/SG11201500535SA/en
Priority to IN1375DEN2015 priority patent/IN2015DN01375A/en
Priority to KR1020157004584A priority patent/KR102104869B1/ko
Priority to UAA201501507A priority patent/UA114917C2/uk
Priority to CA2879970A priority patent/CA2879970A1/en
Priority to PL13823157T priority patent/PL2877017T3/pl
Priority to RU2015105995A priority patent/RU2632491C2/ru
Priority to MYPI2015700188A priority patent/MY182424A/en
Priority to JP2015524350A priority patent/JP6255399B2/ja
Priority to CN201380049466.4A priority patent/CN104661524B/zh
Application filed by Dow Agrosciences Llc filed Critical Dow Agrosciences Llc
Priority to SA115360515A priority patent/SA115360515B1/ar
Publication of WO2014018407A1 publication Critical patent/WO2014018407A1/en
Publication of WO2014018407A9 publication Critical patent/WO2014018407A9/en
Priority to IL236850A priority patent/IL236850B/en
Priority to PH12015500151A priority patent/PH12015500151B1/en
Priority to ZA2015/01138A priority patent/ZA201501138B/en
Priority to FR22C1012C priority patent/FR22C1012I2/fr

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N39/00Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02Aryloxy-carboxylic acids; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/18Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with sulfur as the ring hetero atom
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/561,2-Diazoles; Hydrogenated 1,2-diazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/601,4-Diazines; Hydrogenated 1,4-diazines
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/761,3-Oxazoles; Hydrogenated 1,3-oxazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system

Definitions

  • herbicidal compositions comprising and methods of controlling undesirable vegetation utilizing (a) 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3- methoxyphenyl)pyridine-2-carboxylic acid or an agriculturally acceptable ester or salt thereof and (b) an acetyl-CoA carboxylase (ACCase) inhibitor.
  • ACCase acetyl-CoA carboxylase
  • a first embodimenet includes herbicidal compositions, comprising: a herbicidally effective amount of (a) a compound of the formula (I)
  • a second embodiment includes a composition of according to the first embodiment, wherein (a) is a C 1-4 alkyl or benzyl ester of compound (I).
  • a third embodiment includes a composition of according to the first embodiment wherein (a) is a benzyl ester of compound (I).
  • a fourth embodiment includes a composition of according to the first embodiment wherein (a) is the compound of formula (I), which is the carboxylic acid.
  • a fifth embodiment includes compositions of the first, second, third, or fourth embodiments, wherein (b) is selected from the group consisting of: clethodim, clodinafop- propargyl, cyhalofop-R-butyl, diclofop-methyl, fenoxaprop-P-ethyl, fluazifop-P -butyl, haloxyfop-R-methyl, metamifop, pinoxaden, profoxydim, quizalofop-P-ethyl, sethoxydim or tralkoxydim.
  • a sixth embodiment includes a compositon of the first embodiment, wherein(a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is clethodim.
  • a seventh embodiment includes a compositon of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is clodinafop-propargyl.
  • An eighth embodiment includes a compositon of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is cyhalofop- R-butyl.
  • An ninth embodiment includes a compositon of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is diclofop- methyl.
  • An tenth embodiment includes a compositon of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is fenoxaprop-P-ethyl.
  • An eleventh embodiment includes a compositon of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is fluazifop-P-butyl.
  • An twelfth embodiment includes a compositon of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is haloxyfop- R-methyl.
  • a thirteenth embodiment includes a compositoin of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is metamifop.
  • a fourteenth embodiment includes a compositon of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is pinoxaden.
  • a fiftheenth embodiment includes a compositon of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is profoxydim.
  • a sixteenth embodiment includes a compositon of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is quizalofop-P-ethyl.
  • a seventeenth embodiment includes a compositon of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) sethoxydim.
  • An eighteenth embodiment includes a compositon of the first embodiment, wherein (a) is the compound of formula (I) or an agriculturally acceptable benzyl ester and (b) is tralkyoxydim.
  • a nintheenth embodiment inlcudes composition according to the first through the eighteenth embodimens further comprising a herbicide safener.
  • a twentieth embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to clethodim or an agriculturally acceptable salt or ester thereof, expressed in units of weigth to weight (g ro g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1 : 140 to about 9: 1, from about 1 :35 to about 2.2: 1 and from about 1 :9 to about 1 :8.
  • a twenty-first embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to clodinafop-propargyl or an agriculturally acceptable salt or ester thereof, expressed in units of weight to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1 :40 to about 60: 1, from about 1/6 to about 2:3 and from about 1 :3 to about 1 :4.
  • a twenty-second embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to cyhalofop-R-butyl or an agriculturally acceptable salt or ester thereof, expressed in units of weigth to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1 : 155 to about 6: 1, from about 1 :34 to about 1 :2, from about 1 : 10 to about 1 :70, 4: 1, 0.5: 1, 1 :7 and about 1 :9.
  • a twenty -third embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to diclofop-methyl or an agriculturally acceptable salt or ester thereof, expressed in units of weight to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1 :560 to about 5: 1, from about 1 : 140 to 1 :9 and 1 :35.
  • a twenty-fourth embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to fenoxaprop-P-ethyl or an agriculturally acceptable salt or ester thereof, expressed in units of weight to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1 : 170 to about 30: 1, from about 1 : 16 to about 4: 1, from about 0.4: 1 to about 0.6: 1, 0.25: 1 and 0.6: 1 and the crop safeners isoxadifen-methyl and mefenpyr- diethyl are incorporated into the product.
  • a twenty-fifth embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to fluazifop-P-butyl or an agriculturally acceptable salt or ester thereof, expressed in units of weight to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1 :210 to about 3 : 1, from about 1 :41 to 0.8: 1 and from about 1 : 10 to about 1 :5.
  • a twenty-sixth embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to haloxyfop-R-methyl or an agriculturally acceptable salt or ester thereof, expressed in units of weight to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1 :45 to about 10: 1, from about 1 :6 to about 1 :5, from about 0.65: 1 and about 1.3 : 1.
  • a twenty-seventh embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to metamifop or an agriculturally acceptable salt or ester thereof, expressed in units of weight to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1:150 to about 6:1, from about 1:34 to about 10:1, from about 1:2 to about 0.64:1, 0.6:1, 1:1, 1:4, and 3:1.
  • a twenty-eighth embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to pinoxaden or an agriculturally acceptable salt or ester thereof, expressed in units of weight to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1:30 to about 150:1, from about 1:12 to about 2:1, from about 1:3 to about 1:2, 2:1 and 1:2.
  • a twenty-ninth embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to profoxydim or an agriculturally acceptable salt or ester thereof, expressed in units of weight to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1:70 to about 29:1, from about 1:23 to about 3:1, from about 3:1 to about 1:3, 0.35:1, 0.17:1,2.8:1 and 1,4:1.
  • a thirtieth embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to quizalofop-P-ethyl or an agriculturally acceptable salt or ester thereof, expressed in units of weight to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1:100 to about 12:1, from about 1:8 to about 19:1, 5:1, 1.16:1, 0.6:1, 9:1, 2.33:1 and 1.2:1.
  • a thirty-first embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to sethoxydim or an agriculturally acceptable salt or ester thereof, expressed in units of weight to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of about 1:70 to about 29:1, from about 1:62 to about 0.6:1, from about 13:1 to about 1:8.5, 1:7.7, 1:30.9, 0.5:1 and 1:8.5.
  • a thirty-second embodiment includes a composition according to the first embodiment wherein the ratios the compound of formula (I) or agriculturally acceptable salt or ester thereof to tralkoxydim or an agriculturally acceptable salt or ester thereof, expressed in units of weight to weight (g to g), gae/ha to gai/ha, or gae/ha to gae/ha, are within the range of aboutl :38 to about 60: 1, from about 1 :40 to about 0.6: 1, from about 1 : 10 to about 1 :6.3, 1 :3, 1 :6 and 1 : 1.5.
  • a thirty -third embodiment includes any compostion according to the first through the thirty-second embodiments that, further comprising an agriculturally acceptable adjuvant, and/or carrier and/or herbicide safener.
  • a thirty-fourth embodiment inlcudes any composition according to the first through the thirty-third embodiments, wherein synergy between herebicides is determined by the Colby equation.
  • a thirty-fifth embodiment includes any composition according to the first embodiment wherein (b) is cyhalofop-butyl or carboxylic acid, carboxylate salt, or ester thereof, wherein the composition further comprises penoxsulam, bentazon-sodium, triclopyr, bispyribac-sodium, imazamox, benzobicyclon, quinclorac, glyphosate, glufosinate, benfuresate, fentrazamide, indanofan, ipfencarbazone, mefenacet, oxazichlomefone, pretilachlor, propyrisulfuron, pyraclonil, pyriftalid, or pyrimisulfan, or an agriculturally acceptable salt, carboxylic acid, carboxylate salt, or ester thereof, in combination as a synergistic 3 way/ternary mixture.
  • a thirty-sixth embodiment includes any composition according to the first embodiment wherein (b) is fenoxaprop, metamifop, or profoxydim, or agriculturally acceptable salt, ester, carboxylate salt, or carboxylic acid thereof, wherein the composition further comprises penoxsulam, bentazon-sodium, triclopyr, bispyribac-sodium, imazamox, benzobicyclon, quinclorac, glyphosate, glufosinate, benfuresate, fentrazamide, indanofan, ipfencarbazone, mefenacet, oxazichlomefone, pretilachlor, propyrisulfuron, pyraclonil, pyriftalid, or pyrimisulfan, or an agriculturally acceptable salt, carboxylic acid, carboxylate salt, or ester thereof, in combination as a synergistic 3 way/ternary mixture.
  • a thirty-seventh embodiment inlcudes methods for controlling undesirable vegetation comprising the steps of contacting the vegetation or the locus thereof with or applying to the soil or water to prevent the emergence or growth of vegetation the at least one composition according to the first through the thirty-sixth embodiments.
  • a thirty-eighth embodiment inlcudes methods for controlling undesirable vegetation comprising the steps of contacting the vegetation or the locus thereof with or applying to the soil or water to prevent the emergence or growth of vegetation utilizing a herbicidally effective amount of (a) a compound of the formula (I)
  • the thirty-ninth embodiment includes methods of the thirty-seventh and thirty-eighth embodiments, wherein the undesirable vegetation is controlled in rice, cereals, wheat, barley, oats, rye, sorghum, corn/maize, sugarcane, sunflower, oilseed rape, canola, sugar beet, soybean, cotton, pineapple, pastures, grasslands, rangelands, fallowland, turf, tree and vine orchards, aquatics, plantation crops, vegetables, industrial vegetation management (IVM) or rights of way (ROW).
  • the undesirable vegetation is controlled in rice, cereals, wheat, barley, oats, rye, sorghum, corn/maize, sugarcane, sunflower, oilseed rape, canola, sugar beet, soybean, cotton, pineapple, pastures, grasslands, rangelands, fallowland, turf, tree and vine orchards, aquatics, plantation crops, vegetables, industrial vegetation management (IVM) or rights of way (ROW).
  • the forty-first embodiment includes methods of the thirty-seventh and thirty-eighth embodiments wherein the compounds (a) and (b) are applied to water.
  • the forty-second embodiment includes methods according to the forty-first embodiment, wherein the water is part of a flooded rice paddy.
  • the forty -third embodiment includes methods according to the thirty-seventh and thirty-eighth embodiments, wherein compounds (a) and (b) are applied pre-emergently to the weed or crop.
  • the forty-fourth embodiment includes methods according to the thirty-seventh and thirty-eighth embodiments, wherein compounds (a) and (b) are applied post-emergently to the weed or crop.
  • the forty- fifth embodiment includes methods according to the thirty-seventh and thirty-eighth embodiments, wherein the undesirable vegetation is controlled in glyphosate-, 5- enolpymvylshikimate-3 -phosphate (EPSP) synthase inhibitor-, glufosinate-, glutamine synthetase inhibitor-, dicamba-, phenoxy auxin-, pyridyloxy auxin-, synthetic auxin-, auxin transport inhibitor-, aryloxyphenoxypropionate-, cyclohexanedione-, phenylpyrazoline-, acetyl CoA carboxylase (ACCase) inhibitor-, imidazolinone-, sulfonylurea-,
  • EPP enolpymvylshikimate-3 -phosphate
  • pyrimidinylthiobenzoate- triazolopyrimidine-, sulfonylaminocarbonyltriazolinone-, acetolactate synthase (ALS) or acetohydroxy acid synthase (AHAS) inhibitor-, 4- hydroxyphenyl-pyruvate dioxygenase (HPPD) inhibitor-, phytoene desaturase inhibitor-, carotenoid biosynthesis inhibitor-, protoporphyrinogen oxidase (PPO) inhibitor-, cellulose biosynthesis inhibitor-, mitosis inhibitor-, microtubule inhibitor-, very long chain fatty acid inhibitor-, fatty acid and lipid biosynthesis inhibitor-, photosystem I inhibitor-, photosystem II inhibitor-, triazine-, or bromoxynil- tolerant crops.
  • HPPD 4- hydroxyphenyl-pyruvate dioxygenase
  • HPPD phytoene desaturase inhibitor-
  • carotenoid biosynthesis inhibitor- carotenoid biosynthesis inhibitor
  • the forty-sixth embodiment includes methods according to the forthy-fifth embodiment, wherein the resistant or tolerant crop possesses multiple or stacked traits conferring resistance or tolerance to multiple herbicides or multiple modes of action.
  • the forty-seventh embodiment includes methods according to the thirty-seventh and thirty-eighth embodiments, wherein the undesirable vegetation comprises a herbicide resistant or tolerant weed.
  • the forty-eighth embodiment inlcudes methods according to the forty-seventh embodiment, wherein the resistant or tolerant weed is a biotype with resistance or tolerance to multiple herbicides, multiple chemical classes, or multiple herbicide modes-of-action or via multiple resistance mechanisms.
  • the forty-ninth embodiment inlcudes methods according to the forty-seventh embodiment wherein the resistant or tolerant weed is a biotype resistant or tolerant to acetolactate synthase (ALS) or acetohydroxy acid synthase (AHAS) inhibitors, photosystem II inhibitors, acetyl CoA carboxylase (ACCase) inhibitors, synthetic auxins, auxin transport inhibitors, photosystem I inhibitors, 5-enolpyruvylshikimate-3 -phosphate (EPSP) synthase inhibitors, microtubule assembly inhibitors, fatty acid and lipid synthesis inhibitors, protoporphyrinogen oxidase (PPO) inhibitors, carotenoid biosynthesis inhibitors, very long chain fatty acid (VLCFA) inhibitors, phytoene desaturase (PDS) inhibitors, glutamine synthetase inhibitors, 4-hydroxyphenyl-pyruvate-dioxygenase (HPPD) inhibitors, mitosis
  • the fifthieth embodiment includes the composition according to any of embodiments 1-4, wherein the ratio of compound (a) to compound (b) is such that the composition exhibits synergy.
  • the fifty-second embodiment includes the composition according to any of embodiments 1-4 or 50, wherein the weight ratio of the compound of formula (I) or agriculturally acceptable salt or ester thereof to clodinafop-propargyl or agriculturally acceptable salt or ester thereof is from about 1 :40 to about 60: 1.
  • embodiments 1-4 or 50 wherein the weight ratio of compound of formula (I) or agriculturally acceptable salt or ester thereof to cyhalofop-R-butyl or agriculturally acceptable salt or ester thereof is from about 1 : 155 to about 6: 1.
  • the fifty-fourth embodiment includes the composition according to any of embodiments 1-4 or 50, wherein the weight ratio of the compound of formula (I) or agriculturally acceptable salt or ester thereof to diclofop-methyl or agriculturally acceptable salt or ester thereof is from about 1 :560 to about 5: 1.
  • embodiments 1-4 or 50 wherein the weight ratio of the compound of formula (I) or agriculturally acceptable salt or ester thereof to fenoxaprop-P-ethyl of agriculturally acceptable salt or ester thereof is from about 1 : 170 to about 30: 1, and the crop safeners isoxadifen-methyl and mefenpyr-diethyl are incorporated into the product.
  • embodiments 1-4 or 50 wherein the weight ratio of the compound of formula (I) or agriculturally acceptable salt or ester thereof to fluazifop-P-butyl or agriculturally acceptable salt or ester thereof is from about 1 :210 to about 3: 1.
  • the fifty-seventh embodiment includes the composition according to any of embodiments 1-4 or 50, wherein the weight ratio of the compound of formula (I) or agriculturally acceptable salt or ester thereof to haloxyfop-R-methyl or agriculturally acceptable salt or ester thereof is from about 1 :45 to about 10: 1.
  • the fifty-eighth embodiment includes the composition according to any of embodiments 1-4 or 50, wherein the weight ratio of the compound of formula (I) or agriculturally acceptable salt or ester thereof to metamifop or agriculturally acceptable salt or ester thereof is from about 1 : 150 to about 6: 1.
  • the fifty-ninth embodiment includes the composition according to any of embodiments 1-4 or 50, wherein the weight ratio of the compound of formula (I) or agriculturally acceptable salt or ester thereof to pinoxaden or agriculturally acceptable salt or ester thereof is from about 1 :30 to about 150: 1.
  • embodiments 1-4 or 50 wherein the weight ratio of the compound of formula (I) or agriculturally acceptable salt or ester thereof to quizalofop-P-ethyl or agriculturally acceptable salt or ester thereof is from about 1 : 100 to about 12: 1.
  • the sixty-second embodiment includes the composition according to any of embodiments 1-4 or 50, wherein the weight ratio of the compound of formula (I) or agriculturally acceptable salt or ester thereof to sethoxydim or agriculturally acceptable salt or ester thereof is from about 1 : 70 to about 29: 1.
  • the sixty -third embodiment includes the composition according to any of embodiments 1-4 or 50, wherein the weight ratio of the compound of formula (I) or agriculturally acceptable salt or ester thereof to tralkoxydim or agriculturally acceptable salt or ester thereof is from about 1 :38 to about 60: 1.
  • herbicidal compositions comprising a methods of controlling undesirable vegetation utilizing a herbicidally effective amount of (a) a compound of the formula (I).
  • Exemplary ACCase inhibitors include, but are not limited to, clethodim, clodinafop- propargyl, cyhalofop-R-butyl, diclofop-methyl, fenoxaprop-P-ethyl, fluazifop-P -butyl, haloxyfop-R-methyl, metamifop, pinoxaden, profoxydim, quizalofop-P-ethyl, sethoxydim or tralkoxydim.
  • the compositions may also contain an agriculturally acceptable adjuvant or carrier.
  • the compound of formula (I) can be identified by the name 4-amino-3-chloro-6-(4-chloro-2- fluoro-3-methoxyphenyl)-5-fluoropyridine-2-carboxylic acid and has been described in U.S. Patent 7,314,849 (B2), which is incorporated herein by reference in its entirety.
  • Exemplary uses of the compound of the formula (I) include controlling undesirable vegetation, including grass, broadleaf and sedge weeds, in multiple non-crop and cropping situations.
  • ACCase inhibitors believed to inhibit to any extent acetyl coenzyme A carboxylase (ACCase), an enzyme involved in fatty acid synthesis.
  • ACCase inhibitors include, but are not limited to aryloxyphenoxy propionates and the cyclohexanediones.
  • clethodim examples include, but are not limited to, clethodim, clodinafop-propargyl, cyhalofop-R-butyl, diclofop-methyl, fenoxaprop-P-ethyl, fluazifop-P- butyl, haloxyfop-R-methyl, metamifop, pinoxaden, profoxydim, quizalofop-P-ethyl, sethoxydim and tralkoxydim.
  • clethodim is 2-[l-[[[(2£)-3-chloro-2-propen-l-yl]oxy]imino]propyl]-
  • clethodim uses of clethodim include its use as a herbicide for, e.g., post-emergence control of annual and perennial grasses in broadleaf crops, vegetables, trees and vines.
  • clodinafop-propargyl is 2-propynyl (2R)-2-[4-[(5-chloro-3-fluoro-2- pyridinyl)oxy]phenoxy]propanoate and possesses the following structure:
  • clodinafop-propargyl includes its use as a herbicide for, e.g., post- emergence control of annual grasses, including, e.g., Avena, Lolium, Setaria, Phalaris and Alopecurus spp., in cereals.
  • cyhalofop-butyl is butyl (2R)-2-[4-(4-cyano-2- fluorophenoxy)phenoxy]propanoate and possesses the following structure:
  • cyhalofop-butyl This compound is described in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of cyhalofop-butyl include its use as a herbicide for, e.g., post-emergence control of annual and perennial grass weeds in seeded and transplanted rice.
  • diclofop-methyl is methyl 2-[4-(2,4- dichlorophenoxy)phenoxy]propanoate and possesses the following structure:
  • diclofop-methyl is described in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of diclofop-methyl include its use as a herbicide for, e.g., post-emergence control of wild oats, wild millets, and other annual grass weeds in wheat, barley, rye, red fescue, and broadleaf crops.
  • fenoxaprop-P-ethyl is ethyl (2R)-2-[4-[(6-chloro-2- benzoxazolyl)oxy]phenoxy]propanoate and possesses the following structure:
  • Exemplary uses of fenoxaprop-P-ethyl include its use as a herbicide for, e.g., control of annual and perennial grass weeds in crops including rice.
  • fluazifop-P-butyl is butyl (2R)-2-[4-[[5-(trifluoromethyl)-2- pyridinyl]oxy]phenoxy]propanoate and possesses the following structure:
  • fluazifop-P-butyl examples include its use as a herbicide for, e.g., post-emergence control of wild oats, volunteer cereals, and annual and perennial grass weeds in oilseed rape, sugar beet, fodder beet, potatoes, vegetables, cotton, soya beans, pome fruit, stone fruit, bush fruit, vines, citrus fruit, pineapples, bananas, strawberries, sunflowers, alfalfa, coffee, ornamentals and other broadleaf crops.
  • Fluazifop-P-butyl can be used in combination with safeners, e.g., isoxadifen-ethyl or mefenpyr-diethyl.
  • haloxyfop-P-methyl is methyl (2R)-2-[4-[[3-chloro-5- (trifluoromethyl)-2-pyridinyl]oxy]phenoxy]propanoate and possesses the following structure:
  • haloxyfop-P -methyl examples include its use as a herbicide for, e.g., post- emergence control of annual and perennial grasses in a variety of crops.
  • metamifop is (2R)-2-[4-[(6-chloro-2-benzoxazolyl)oxy]phenoxy] (2-fluorophenyl)-N-methylpropanamide and possesses the following structure:
  • metamifop examples include its use as a herbicide for, e.g., post-emergence control of annual and perennial grasses in a variety of crops, including rice.
  • pinoxaden is 8-(2,6-diethyl-4-methylphenyl)-l,2,4,5-tetrahydro-7- oxo-7H-pyrazolo[l,2-i/][l,4,5]oxadiazepin-9-yl 2,2-dimethylpropanoate and possesses the following structure:
  • pinoxaden This compound is described in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of pinoxaden include its use as a herbicide for, e.g., post-emergence control of annual grasses, including Alopecurus, Apera, Avena, Lolium, Phalaris and Setaria spp., in wheat and barley.
  • profoxydim is 2-[l-[[2-(4-chlorophenoxy)propoxy]imino]butyl]-3- hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)-2-cyclohexen-l-one and possesses the following structure:
  • quizalofop-P-ethyl is ethyl (2R)-2-[4-[(6-chloro-2- quinoxalinyl)oxy]phenoxy]propanoate and possesses the following structure:
  • sethoxydim is 2-[l-(ethoxyimino)butyl]-5-[2-(ethylthio)propyl]-3- hydroxy-2-cyclohexen-l-one and possesses the following structure:
  • tralkoxydim is 2-[l-(ethoxyimino)propyl]-3-hydroxy-5-(2,4,6- trimethylphenyl)-2-cyclohexen-l-one and possesses the following structure:
  • tralkoxydim examples include its use as a herbicide for, e.g., post-emergence control of annual grass weeds in wheat and barley.
  • herbicide means a compound, e.g., active ingredient that kills, controls or otherwise adversely modifies the growth of plants.
  • a herbicidally effective or vegetation controlling amount is an amount of active ingredient which causes an adversely modifying effect to the vegetation e.g., causing deviations from natural development, killing, effecting regulation, causing desiccation, causing retardation, and the like.
  • controlling undesirable vegetation means preventing, reducing, killing, or otherwise adversely modifying the development of plants and vegetation.
  • Methods of application include, but are not limited to applications to the vegetation or locus thereof, e.g., application to the area adjacent to the vegetation, as well as preemergence, postemergence, foliar (broadcast, directed, banded, spot, mechanical, over-the-top, or rescue), and in-water applications (emerged and submerged vegetation, broadcast, spot, mechanical, water- injected, granular broadcast, granular spot, shaker bottle, or stream spray) via hand, backpack, machine, tractor, or aerial (airplane and helicopter) application methods.
  • applications to the vegetation or locus thereof e.g., application to the area adjacent to the vegetation, as well as preemergence, postemergence, foliar (broadcast, directed, banded, spot, mechanical, over-the-top, or rescue), and in-water applications (emerged and submerged vegetation, broadcast, spot, mechanical, water- injected, granular broadcast, granular spot, shaker bottle, or stream spray) via hand, backpack, machine, tractor, or aerial (airplane and helicopter
  • plants and vegetation include, but are not limited to, germinant seeds, emerging seedlings, plants emerging from vegetative propagules, immature vegetation, and established vegetation.
  • agriculturally acceptable salts and esters refer to salts and esters that exhibit herbicidal activity, or that are or can be converted in plants, water, or soil to the referenced herbicide.
  • exemplary agriculturally acceptable esters are those that are or can be hydrolyzed, oxidized, metabolized, or otherwise converted, e.g., in plants, water, or soil, to the corresponding carboxylic acid which, depending on the pH, may be in the dissociated or undissociated form.
  • Exemplary salts include those derived from alkali or alkaline earth metals and those derived from ammonia and amines.
  • Exemplary cations include sodium, potassium, magnesium, and aminium cations of the formula:
  • Salts can be prepared by treatment with a metal hydroxide, such as sodium hydroxide, with an amine, such as ammonia, trimethylamine, diethanolamine, 2-methylthiopropylamine, bisallylamine, 2-butoxyethylamine, morpholine, cyclododecylamine, or benzylamine or with a tetraalkylammonium hydroxide, such as tetramethylammonium hydroxide or choline hydroxide.
  • a metal hydroxide such as sodium hydroxide
  • an amine such as ammonia, trimethylamine, diethanolamine, 2-methylthiopropylamine, bisallylamine, 2-butoxyethylamine, morpholine, cyclododecylamine, or benzylamine
  • a tetraalkylammonium hydroxide such as tetramethylammonium hydroxide or choline hydroxide.
  • esters include those derived from C1-C12 alkyl, C3-C12 alkenyl, C3-C12 alkynyl or C7-C1 0 aryl-substituted alkyl alcohols, such as methyl alcohol, isopropyl alcohol, 1-butanol, 2-ethylhexanol, butoxyethanol, methoxypropanol, allyl alcohol, propargyl alcohol, cyclohexanol or unsubstituted or substituted benzyl alcohols.
  • Benzyl alcohols may be substituted with from 1-3 substituents independently selected from halogen, C 1 -C 4 alkyl or C1-C4 alkoxy.
  • Esters can be prepared by coupling of the acids with the alcohol using any number of suitable activating agents such as those used for peptide couplings such as dicyclohexylcarbodiimide (DCC) or carbonyl diimidazole (CDI); by reacting the acids with alkylating agents such as alkylhalides or alkylsulfonates in the presence of a base such as triethylamine or lithium carbonate; by reacting the corresponding acid chloride of an acid with an appropriate alcohol; by reacting the corresponding acid with an appropriate alcohol in the presence of an acid catalyst or by transesterification.
  • suitable activating agents such as those used for peptide couplings such as dicyclohexylcarbodiimide (DCC) or carbonyl diimidazole (CDI)
  • alkylating agents such as alkylhalides or alkylsulfonates in the presence of a base such as triethylamine or lithium carbonate
  • alkylating agents such as alky
  • compositions comprising a herbicidally effective amount of (a) a compound of the formula (I)
  • the ACCase inhibitor is clethodim, clodinafop-propargyl, cyhalofop-R-butyl, diclofop-methyl, fenoxaprop-P-ethyl, fluazifop-P -butyl, haloxyfop-R-methyl, metamifop, pinoxaden, profoxydim, quizalofop-P-ethyl, sethoxydim or tralkoxydim or derivative thereof, e.g., salt, carboxylic acid, carboxylate salt, or ester thereof.
  • compositions described herein comprising contacting the vegetation or the locus thereof, i.e., are adjacent to the vegetation, with or applying to the soil or water to prevent the emergence or growth of vegetation a herbicidally effective amount of the compound of formula (I) and (b) an ACCase inhibitor.
  • the methods employ the compositions described herein.
  • the herbicidal active ingredients are more effective in combination than when applied individually.
  • Synergism has been defined as "an interaction of two or more factors such that the effect when combined is greater than the predicted effect based on the response of each factor applied separately.”
  • the compositions exhibit synergy as determined by the Colby's equation. Colby, S.R. 1967. Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 15:20-22.
  • the compound of formula (I), i.e., the carboxylic acid is employed.
  • a carboxylate salt of the compound of formula (I) is employed.
  • an aralkyl or alkyl ester is employed.
  • a benzyl, substituted benzyl, or Ci-4 alkyl, e.g., n-butyl ester is employed.
  • the benzyl ester is employed.
  • the compound of formula (I) or salt or ester thereof and ACCase inhibitor are formulated in one composition, tank mixed, applied simultaneously, or applied sequentially.
  • Herbicidal activity is exhibited by the compounds when they are applied directly to the plant or to the locus of the plant at any stage of growth. The effect observed depends upon the plant species to be controlled, the stage of growth of the plant, the application parameters of dilution and spray drop size, the particle size of solid components, the environmental conditions at the time of use, the specific compound employed, the specific adjuvants and carriers employed, the soil type, and the like, as well as the amount of chemical applied. These and other factors can be adjusted to promote non-selective or selective herbicidal action.
  • compositions described herein are applied as a post-emergence application, pre-emergence application, or in-water application to flooded paddy rice or water bodies (e.g., ponds, lakes and streams), to relatively immature undesirable vegetation to achieve the maximum control of weeds.
  • compositions and methods provided herein are utilized to control weeds in crops, including but not limited to direct-seeded, water-seeded and transplanted rice, cereals, wheat, barley, oats, rye, sorghum, corn/maize, sugarcane, sunflower, oilseed rape, canola, sugar beet, soybean, cotton, pineapple, pastures, grasslands, rangelands, fallowland, turf, tree and vine orchards, aquatics, plantation crops, vegetables, industrial vegetation management (IVM) and rights of way (ROW).
  • crops including but not limited to direct-seeded, water-seeded and transplanted rice, cereals, wheat, barley, oats, rye, sorghum, corn/maize, sugarcane, sunflower, oilseed rape, canola, sugar beet, soybean, cotton, pineapple, pastures, grasslands, rangelands, fallowland, turf, tree and vine orchards, aquatics, plantation crops, vegetables
  • compositions and methods provided herein are utilized to control weeds in rice.
  • the rice is direct-seeded, water-seeded, or transplanted rice.
  • compositions and methods described herein may be used to control undesirable vegetation in glyphosate-tolerant-, 5 -enolpyruvylshikimate-3 -phosphate (EPSP) synthase inhibitor-tolerant-, glufosinate-tolerant-, glutamine synthetase inhibitor-tolerant-, dicamba- tolerant-, phenoxy auxin-tolerant-, pyridyloxy auxin-tolerant-, auxin-tolerant-, auxin transport inhibitor-tolerant-, aryloxyphenoxypropionate-tolerant-, cyclohexanedione-tolerant-, phenylpyrazoline-tolerant-, acetyl CoA carboxylase (ACCase) inhibitor-tolerant-, imidazolinone-tolerant-, sulfonylurea-tolerant-, pyrimidinylthiobenzoate-tolerant-, triazolopyrimidine-tolerant-, sulfonylaminocarbonyltriazolinone-tolerant-,
  • compositions and methods may be used in controlling undesirable vegetation in crops possessing multiple or stacked traits conferring tolerance to multiple chemistries and/or inhibitors of multiple modes of action.
  • the compound of formula (I) or salt or ester thereof and complementary herbicide or salt or ester thereof are used in combination with herbicides that are selective for the crop being treated and which complement the spectrum of weeds controlled by these compounds at the application rate employed.
  • the compositions described herein and other complementary herbicides are applied at the same time, either as a combination formulation, tank mix or sequentially.
  • compositions and methods may be used in controlling undesirable vegetation in crops possessing agronomic stress tolerance (including but not limited to drought, cold, heat, salt, water, nutrient, fertility, pH), pest tolerance (including but not limited to insects, fungi and pathogens) and crop improvement traits (including but not limited to yield; protein, carbohydrate, or oil content; protein, carbohydrate, or oil composition; plant stature and plant architecture).
  • agronomic stress tolerance including but not limited to drought, cold, heat, salt, water, nutrient, fertility, pH
  • pest tolerance including but not limited to insects, fungi and pathogens
  • crop improvement traits including but not limited to yield; protein, carbohydrate, or oil content; protein, carbohydrate, or oil composition; plant stature and plant architecture.
  • Undesirable vegetation includes, but is not limited to, undesirable vegetation that occurs in rice, cereals, wheat, barley, oats, rye, sorghum, corn/maize, sugarcane, sunflower, oilseed rape, canola, sugar beet, soybean, cotton, pineapple, range and pasture, grasslands, fallowland, turf, tree and vine orchards, aquatics, plantation crops, vegetables, industrial vegetation management (IVM) and rights of way (ROW).
  • undesirable vegetation that occurs in rice, cereals, wheat, barley, oats, rye, sorghum, corn/maize, sugarcane, sunflower, oilseed rape, canola, sugar beet, soybean, cotton, pineapple, range and pasture, grasslands, fallowland, turf, tree and vine orchards, aquatics, plantation crops, vegetables, industrial vegetation management (IVM) and rights of way (ROW).
  • the methods provided herein are utilized to control undesirable vegetation in rice.
  • the undesirable vegetation is Brachiaria platyphylla (Groseb.) Nash or Urochloa platyphylla (Nash) R.D. Webster (broadleaf signalgrass, BRAPP), Digitaria sanguinalis (L.) Scop, (large crabgrass, DIGSA),
  • Echinochloa species Echinochloa crus-galli (L.) P. Beauv. (barnyardgrass, ECHCG), Echinochloa crus-pavonis (Kunth) Schult. (gulf cockspur, ECHCV), Echinochloa colonum (L.) LINK (junglerice, ECHCO), Echinochloa oryzoides (Ard.) Fritsch (early watergrass, ECHOR), Echinochloa oryzicola (Vasinger) Vasinger (late watergrass, ECHPH), Echinochloa phyllopogon (Stapf) Koso-Pol.
  • Echinochloa species Echinochloa crus-galli (L.) P. Beauv. (barnyardgrass, ECHCG), Echinochloa crus-pavonis (Kunth) Schult. (gulf cockspur, ECHCV), Echinochloa colonum
  • Hitchc (rice barnyardgrass, ECHPH), Echinochloa polystachya (Kunth) Hitchc. (creeping river grass, ECHPO), Ischaemum rugosum Salisb. (saramollagrass, ISCRU), Leptochloa chinensis (L.) Nees (Chinese sprangletop, LEFCH), Leptochloa fascicularis (Lam.) Gray (bearded sprangletop, LEFFA), Leptochloa panicoides (Presl.) Hitchc.
  • the methods provided herein are utilized to control undesirable vegetation in cereals.
  • the undesirable vegetation is Alopecurus myosuroides Huds. (blackgrass, ALOMY), Apera spica-venti (L.) Beauv. (windgrass, APESV), Avena fatua L. (wild oat, AVEFA), Bromus tectorum L. (downy brome, BROTE), Lolium multiflorum Lam. (Italian ryegrass, LOLMU), Phalaris minor Retz. (littleseed canarygrass, PHAMI), Poa annua L. (annual bluegrass, POA ), Setaria pumila (Poir.) Roemer & J.A.
  • LAMPU Matricaria recutita L. (wild chamomile, MATCH), Matricaria matricarioides (Less.) Porter (pineappleweed, MATMT), Papaver rhoeas L. (common poppy, PAPRH), Polygonum convolvulus L. (wild buckwheat, POLCO), Salsola tragus L. (Russian thistle, SASKR), Sinapis species (SI SS), Sinapis arvensis L. (wild mustard, SINAR) Stellaria media (L.) Vill. (common chickweed, STEME), Veronica persica Poir. (Persian speedwell, VERPE), Viola arvensis Murr. (field violet, VIOAR), or Viola tricolor L. (wild violet, VIOTR).
  • the methods provided herein are utilized to control undesirable vegetation in range and pasture, fallowland, IVM and ROW.
  • the undesirable vegetation is Ambrosia artemisiifolia L. (common ragweed, AMBEL), Cassia obtusifolia (sickle pod, CASOB), Centaurea maculosa auct. non Lam. (spotted knapweed, CENMA), Cirsium arvense (L.) Scop. (Canada thistle, CIRAR), Convolvulus arvensis L. (field bindweed, CONAR), Daucus carota L. (wild carrot, DAUCA), Euphorbia esula L.
  • RUMOB Sida spinosa L. (prickly sida, SIDSP), Sinapis arvensis L. (wild mustard, SINAR), Sonchus arvensis L. (perennial sowthistle, SONAR), Solidago species (goldenrod, SOOSS), Taraxacum officinale G.H. Weber ex Wiggers (dandelion, TAROF), Trifolium repens L. (white clover, TRFRE), or Urtica dioica L. (common nettle, URTDI).
  • the methods provided herein are utilized to control undesirable vegetation found in row crops, tree and vine crops and perennial crops.
  • the methods provided herein are utilized to control undesirable vegetation found in row crops, tree and vine crops and perennial crops.
  • the undesirable vegetation is Alopecurus myosuroides Huds. (blackgrass, ALOMY), Avena fatua L. (wild oat, AVEFA), Brachiaria decumbens Stapf. or Urochloa decumbens (Stapf) R.D. Webster (Surinam grass, BRADC), Brachiaria brizantha (Hochst. ex A. Rich.) Stapf. or Urochloa brizantha (Hochst. ex A. Rich.) R.D. (beard grass, BRABR), Brachiaria platyphylla (Groseb.) Nash or Urochloa platyphylla (Nash) R.D.
  • Webster (broadleaf signalgrass, BRAPP), Brachiaria plantaginea (Link) Hitchc. or Urochloa plantaginea (Link) R.D. Webster (alexandergrass, BRAPL), Cenchrus echinatus L. (southern sandbur, CENEC), Digitaria horizontalis Willd. (Jamaican crabgrass, DIGHO), Digitaria insularis (L.) Mez ex Ekman (sourgrass, TRCIN), Digitaria sanguinalis (L.) Scop, (large crabgrass, DIGSA), Echinochloa crus-galli (L.) P. Beauv. (barnyardgrass, ECHCG), Echinochloa colonum (L.) Link (junglerice, ECHCO), Eleusine indica (L.) Gaertn.
  • the methods provided herein are utilized to control undesirable vegetation in turf.
  • the undesirable vegetation is Bellis perennis L. (English daisy, BELPE), Cyperus esculentus L. (yellow nutsedge, CYPES), Cyperus species (CYPSS), Digitaria sanguinalis (L.) Scop, (large crabgrass, DIGSA), Diodia virginiana L. (Virginia buttonweed, DIQVI), Euphorbia species (spurge, EPHSS), Glechoma hederacea L. (ground ivy, GLEHE), Hydrocotyle umbellata L.
  • Trifolium repens L. white clover, TRFRE
  • Viola species wild violet, VIOSS
  • compositions and methods provided herein are utilized to control undesirable vegetation consisting of grass, broadleaf and sedge weeds. In certain embodiments, the compositions and methods provided herein are utilized to control undesirable vegetation including Avena, Brachiaria, Cyperus, Digitaria, Echinochioa, Fimbristylis, Ipomoea, Ischaemum, Leptochloa, Loiium, Schoenoplectus and Sesbania.
  • the combination of compound (I) or agriculturally acceptable ester or salt thereof and ACCase inhibitors or agriculturally acceptable salt or ester thereof is used to control Avena fatua L.(wild oat, AVEFA), Brachiaria platyphylla (Griseb.) Nash (broadleaf signalgrass, BRAPP), Cyperus difformis L. (smallflower umbrella sedge, CYPDI), Cyperus esculentus L. (yellow nutsedge, CYPES), Cyperus iria L. (rice flatsedge, CYPIR), Cyperus rotundus L. (purple nutsedge, CYPRO), Digitaria sanguinalis (L.) Scop, (large crabgrass, DIGSA), Echinochioa crus-galli (L.) Beauv. (barnyardgrass, ECHCG),
  • Echinochioa colona (L.) Link (junglerice, ECHCO), Fimbristylis miliacea (L.) Vahl (globe fringerush, FIMMI), Ipomoea hederacea Jacq. (ivyleaf morningglory, IPOHE), Ischaemum rugosum Salisb. (saramollagrass, ISCRU), Leptochloa chinensis (L.) Nees (Chinese sprangletop, LEFCH), Loiium multiflorum Lam.
  • the compounds of formula I or agriculturally acceptable salt or ester thereof may be used to control herbicide resistant or tolerant weeds.
  • the methods employing the combination of a compound of formula I or agriculturally acceptable salt or ester thereof and the compositions described herein may also be employed to control herbicide resistant or tolerant weeds.
  • Exemplary resistant or tolerant weeds include, but are not limited to, biotypes resistant or tolerant to acetolactate synthase (ALS) or acetohydroxy acid synthase (AHAS) inhibitors, (e.g., imidazolinones, sulfonylureas, pyrimidinylthiobenzoates, triazolopyrimidines, sulfonylaminocarbonyltriazolinones), photosystem II inhibitors (e.g., phenylcarbamates, pyridazinones, triazines, triazinones, uracils, amides, ureas,
  • ALS acetolactate synthase
  • AHAS acetohydroxy acid synthase
  • photosystem II inhibitors e.g., phenylcarbamates, pyridazinones, triazines, triazinones, uracils, amides, ureas,
  • benzothiadiazinones nitriles, phenylpyridazines
  • acetyl CoA carboxylase (ACCase) inhibitors e.g., aryloxyphenoxypropionates, cyclohexanediones, phenylpyrazolines
  • synthetic auxins e.g., benzoic acids, phenoxycarboxylic acids, pyridine carboxylic acids, quinoline carboxylic acids), auxin transport inhibitors (e.g., phthalamates, semicarbazones), photosystem I inhibitors, (e.g., bipyridyliums), 5-enolpyruvylshikimate-3-phosphate (EPSP) synthase inhibitors, (e.g., glyphosate), glutamine synthetase inhibitors (e.g., glufosinate, bialafos), microtubule assembly inhibitors, (e.g., benzamides, benzo
  • Exemplary resistant or tolerant weeds include, but are not limited to, biotypes with resistance or tolerance to multiple herbicides, biotypes with resistance or tolerance to multiple chemical classes, biotypes with resistance or tolerance to multiple herbicide modes-of-action and biotypes with multiple resistance or tolerance mechanisms (e.g., target site resistance or metabolic resistance).
  • an agriculturally acceptable ester or salt of compound (I) is employed.
  • an agriculturally acceptable ester is employed.
  • the ester is a C 1-4 alkyl ester.
  • the ester is an n-butyl ester.
  • the ester is a benzyl ester.
  • compound (I) which is a carboxylic acid, is employed.
  • the compound of formula (I) or salt or ester thereof is used in combination with clethodim or salt or ester thereof.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to clethodim or salt or ester thereof is within the range of from about 1 : 140 to about 9: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to clethodim or salt or ester thereof is within the range of from about 1 :48 to about 3: 1. In certain embodiments, the compositions provided herein comprise the compound of formula (I) or its benzyl or w-butyl ester and clethodim.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 20 grams active ingredient per hectare (gai/ha) to about 580 gai/ha based on the total amount of active ingredients in the composition.
  • the composition is applied at an application rate of from about 20 grams active ingredient per hectare (gai/ha) to about 260 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and clethodim or salt thereof, e.g. , sequentially or simultaneously.
  • the clethodim or salt thereof is applied at a rate from about 17.5 gai/ha to about 280 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha.
  • the clethodim or salt thereof is applied at a rate from about 70 gai/ha to about 280 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 8 gae/ha to about 32 gae/ha.
  • the methods utilize the compound of formula (I), or its benzyl or w-butyl ester and clethodim for the control of BRAPP, DIGSA, CYPES and SCPJU.
  • the compound of formula (I) or salt or ester thereof is used in combination with clodinafop- propargyl or salt, carboxylate salt, carboxylic acid, or ester thereof.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to clodinafop-propargyl or salt, carboxylate salt, carboxylic acid, or ester thereof is within the range of from about 1 :40 to about 60: 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to clodinafop-propargyl or salt, carboxylate salt, carboxylic acid, or ester thereof is within the range of from 1 :36 to about 10: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to clodinafop-propargyl or salt, carboxylate salt, carboxylic acid, or ester thereof is within the range of from 1 :6 to about 1 : 1.5. In certain embodiments, the compositions provided herein comprise the compound of formula (I) or its benzyl or w-butyl ester and clodinafop-propargyl.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 7 grams active ingredient per hectare (gai/ha) to about 380 gai/ha based on the total amount of active ingredients in the composition.
  • the composition is applied at an application rate of from about 20 grams active ingredient per hectare (gai/ha) to about 40 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and clodinafop-propargyl or salt, carboxylate salt, carboxylic acid, or ester thereof, e.g., sequentially or simultaneously.
  • the clodinafop-propargyl or salt, carboxylate salt, carboxylic acid, or ester thereof is applied at a rate from about 5 gai/ha to about 80 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha.
  • the clodinafop-propargyl or salt, carboxylate salt, carboxylic acid, or ester thereof is applied at a rate from about 15 gai/ha to about 30 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 5 gae/ha to about 10 gae/ha.
  • the methods utilize the benzyl ester of the compound of formula (I) and clodinafop-propargyl are used to control LOLMU, KCHSC, PHAMI, APESV and ALOMY.
  • the compound of formula (I) or salt or ester thereof is used in combination with cyhalofop-R- butyl or carboxylic acid, carboxylate salt, or ester thereof.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to cyhalofop-R-butyl carboxylic acid, carboxylate salt, or ester thereof is within the range of from about 1 : 155 to about 6: 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to cyhalofop-R-butyl or carboxylic acid, carboxylate salt, or ester thereof is within the range of from 1 :32 to about 1 :4. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to cyhalofop-R-butyl or carboxylic acid, carboxylate salt, or ester thereof is within the range of from about 1 :42 to about 10: 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to cyhalofop-R-butyl or carboxylic acid, carboxylate salt, or ester thereof is within the range of from about 1 :21 to about 5: 1.
  • the compositions provided herein comprise the compound of formula (I) or its benzyl ester and cyhalofop-R- butyl.
  • the composition comprises the compound of formula (I) and cyhalofop-R-butyl, wherein the weight ratio of the compound of formula (I) to cyhalofop-R- butyl is about 1 :20.6 to about 1 :2.5.
  • the composition comprises the benzyl ester of the compound of formula (I) and cyhalofop-R-butyl, wherein the weight ratio of the benzyl ester of the compound of formula (I) to cyhalofop-R-butyl is about 1 :23 to about 5: 1.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 52 grams active ingredient per hectare (gai/ha) to about 610 gai/ha based on the total amount of active ingredients in the composition.
  • the composition is applied at an application rate of from about 99 grams active ingredient per hectare (gai/ha) to about 320 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and cyhalofop-R-butyl or carboxylic acid, carboxylate salt, or ester thereof, e.g., sequentially or simultaneously.
  • the cyhalofop-R-butyl or salt or ester thereof is applied at a rate from about 50 gai/ha to about 310 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha.
  • the cyhalofop-R-butyl or carboxylic acid, carboxylate salt, or ester thereof is applied at a rate from about 45 gai/ha to about 600 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 4 g acid equivalent per hectare (gae/ha) to about 85 gae/ha.
  • the cyhalofop-R-butyl or carboxylic acid, carboxylate salt, or ester thereof is applied at a rate from about 90 gai/ha to about 300 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 8 g acid equivalent per hectare (gae/ha) to about 42 gae/ha.
  • the methods utilize the compound of formula (I), or its benzyl ester and cyhalofop-R-butyl.
  • the methods utilize the compound of formula (I) and cyhalofop-R-butyl, wherein the compound of formula (I) is applied at a rate of from about 8.75 g acid equivalent per hectare (gae/ha) to about 42.4 gae/ha, and cyhalofop-R-butyl is applied at a rate of about 90 gai/ha to about 280 gai/ha.
  • the methods utilize the benzyl ester of the compound of formula (I) and cyhalofop-R-butyl, wherein the benzyl ester of the compound of formula (I) is applied at a rate of from about 8.75 g acid equivalent per hectare (gae/ha) to about 35 gae/ha, and cyhalofop-R-butyl is applied at a rate of about 90 gai/ha to about 300 gai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with cyhalofop-R-butyl or carboxylic acid, carboxylate salt, or ester thereof are used to control ISCRU, IPOHE, ECHOR, SCPSU, LEFCH, SCPMA, CYPIR, FIMMI, SEBEX, CYPDI, ECHCG, ECHSS, or SCPMU.
  • the compound of formula (I) or salt or ester thereof is used in combination with diclofop-methyl or carboxylic acid, carboxylate salt, or ester thereof.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to diclofop-methyl or carboxylic acid, carboxylate salt, or ester thereof is within the range of from about 1 :560 to about 5: 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to diclofop-methyl or carboxylic acid, carboxylate salt, or ester thereof is within the range of from 1 :255 to about 1 : 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to diclofop-methyl or carboxylic acid, carboxylate salt, or ester thereof is within the range of from 1 : 140 to about 1 :9 .
  • the compositions provided herein comprise the compound of formula (I) or its benzyl or w-butyl ester and diclofop-methyl.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 72 grams active ingredient per hectare (gai/ha) to about 1,420 gai/ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate of from about 73 grams active ingredient per hectare (gai/ha) to about 610 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and diclofop-methyl or salt or ester thereof, e.g., sequentially or simultaneously.
  • the diclofop-methyl or salt or ester thereof is applied at a rate from about 70 gai/ha to about 1 , 120 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha.
  • the methods utilize the compound of formula (I), or its benzyl or w-butyl ester and diclofop- methyl are used to control APESV, CYPIR, KCHSC and PHAMI.
  • the compound of formula (I) or salt or ester thereof is used in combination with fenoxaprop-P- ethyl or carboxylic acid or carboxylate salt thereof or other ester, and fenoxaprop-P-ethyl can be applied alone or in combination with the safeners isoxadifen-ethyl or mefenpyr-diethyl.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to fenoxaprop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from about 1 : 170 to about 30: 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to fenoxaprop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from 1 : 16 to about 1.5: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to fenoxaprop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from 1 : 16 to about 3 : 1. In certain
  • the weight ratio of the compound of formula (I) or salt or ester thereof to fenoxaprop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from about 1 :32 to about 4: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to fenoxaprop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from about 1 : 16 to about 2 : 1. In certain embodiments, the compositions provided herein comprise the compound of formula (I) or its benzyl ester and fenoxaprop-P-ethyl.
  • the composition comprises the compound of formula (I) and fenoxaprop-P-ethyl, wherein the weight ratio of the compound of formula (I) to fenoxaprop-P-ethyl is about 1 : 14 to about 2: 1.
  • the composition comprises the benzyl ester of the compound of formula (I) and fenoxaprop-P-ethyl, wherein the weight ratio of the benzyl ester of the compound of formula (I) to fenoxaprop-P-ethyl is about 1 : 16 to about 1 : 1.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 13 grams active ingredient per hectare (gai/ha) to about 440 gai/ha based on the total amount of active ingredients in the composition.
  • the composition is applied at an application rate of from about 15 grams active ingredient per hectare (gai/ha) to about 90 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and fenoxaprop- P-ethyl or salt or ester thereof, e.g., sequentially or simultaneously.
  • the fenoxaprop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 11 gai/ha to about 140 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha.
  • the fenoxaprop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 5 gai/ha to about 300 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 g acid equivalent per hectare (gae/ha) to about 90 gae/ha.
  • the fenoxaprop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 11.5 gai/ha to about 140 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 4.38 g acid equivalent per hectare (gae/ha) to about 42.4 gae/ha.
  • the methods utilize the compound of formula (I), or its benzyl ester and fenoxaprop-P-ethyl.
  • the methods utilize the compound of formula (I) and fenoxaprop-P-ethyl, wherein the compound of formula (I) is applied at a rate of from about 4.38 g acid equivalent per hectare (gae/ha) to about 42.4 gae/ha, and fenoxaprop-P- ethyl is applied at a rate of about 11.5 gai/ha to about 140 gai/ha.
  • the methods utilize the benzyl ester of the compound of formula (I) and fenoxaprop-P-ethyl, wherein the benzyl ester of the compound of formula (I) is applied at a rate of from about 4.38 g acid equivalent per hectare (gae/ha) to about 35 gae/ha, and fenoxaprop-P-ethyl is applied at a rate of about 17.5 gai/ha to about 70gai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with fenoxaprop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester are used to control CYPIR, ECHOR, FIMMI, SCPJU, CYPES, KCHSC, PHAMI and APESV.
  • the compound of formula (I) or salt or ester thereof is used in combination with fluazifop-P -butyl or carboxylic acid or carboxylate salt thereof or other ester.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to fluazifop-P-butyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from about 1 :210 to about 3 : 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to fluazifop-P-butyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from 1 :41 to about 2.5 : 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to fluazifop-P-butyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from 1 :41 to about 1 : 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to fluazifop-P-butyl or salt or ester thereof is within the range of from about 1 : 80 to about 1 : 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to fluazifop-P-butyl or salt or ester thereof is within the range of from about 1 :36 to about 1 :2.5.
  • the compositions provided herein comprise the compound of formula (I) or its benzyl ester and fluazifop-P- butyl.
  • the composition comprises the compound of formula (I) and fluazifop-P-butyl, wherein the weight ratio of the compound of formula (I) to fluazifop-P- butyl is about 1 :36 to about 1 :2.5.
  • the composition comprises the benzyl ester of the compound of formula (I) and fluazifop-P-butyl, wherein the weight ratio of the benzyl ester of the compound of formula (I) to fluazifop-P-butyl is about 1 :36 to about 1 :5.1.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 47 grams active ingredient per hectare (gai/ha) to about 720 gai/ha based on the total amount of active ingredients in the composition.
  • the composition is applied at an application rate of from about 50 grams active ingredient per hectare (gai/ha) to about 200 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and fluazifop-P-butyl or salt or ester thereof, e.g., sequentially or simultaneously.
  • the fluazifop-P-butyl or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 45 gae/ha to about 420 gae/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha.
  • the fluazifop-P-butyl or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 20 gai/ha to about 400 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 g acid equivalent per hectare (gae/ha) to about 70 gae/ha.
  • the fluazifop-P-butyl or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 45 gai/ha to about 180 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 4.38 g acid equivalent per hectare (gae/ha) to about 35 gae/ha.
  • the methods utilize the compound of formula (I), or its benzyl ester and fluazifop-P-butyl.
  • the methods utilize the compound of formula (I) and fluazifop-P-butyl, wherein the compound of formula (I) is applied at a rate of from about 4.38g acid equivalent per hectare (gae/ha) to about 35 gae/ha, and fluazifop-P- butyl is applied at a rate of about 45 gai/ha to about 180 gai/ha.
  • the methods utilize the benzyl ester of the compound of formula (I) and fluazifop-P-butyl, wherein the benzyl ester of the compound of formula (I) is applied at a rate of from about 4.38 g acid equivalent per hectare (gae/ha) to about 8.75 gae/ha, and fluazifop-P-butyl is applied at a rate of about 45 gai/ha to about 180 gai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with fluazifop-P-butyl or carboxylic acid or carboxylate salt thereof or other ester are used to control IPOHE, ECHOR, or CYPRO.
  • the compound of formula (I) or salt or ester thereof is used in combination with haloxyfop-R- methyl or carboxylic acid or carboxylate salt thereof or other ester.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to haloxyfop-R-methyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from about 1 :45 to about 10: 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to haloxyfop-R-methyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from 1 :6 to about 2.5: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to haloxyfop-R-methyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from about 1 : 15 to about 6: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to haloxyfop-R-methyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from about 1 :7 to about 2.6: 1.
  • the compositions provided herein comprise the compound of formula (I) or its benzyl ester and haloxyfop-R-methyl.
  • the composition comprises the compound of formula (I) and haloxyfop-R-methyl, wherein the weight ratio of the compound of formula (I) to haloxyfop-R-methyl is about 1 :6.2 to about 2.6: 1.
  • the composition comprises the benzyl ester of the compound of formula (I) and haloxyfop-R-methyl, wherein the weight ratio of the benzyl ester of the compound of formula (I) to haloxyfop-R-methyl is about 1 :7 to about 1.3 : 1.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 32 grams active ingredient per hectare (gai/ha) to about 420 gai/ha based on the total amount of active ingredients in the composition.
  • the composition is applied at an application rate of from about 10 grams active ingredient per hectare (gai/ha) to about 60 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and haloxyfop-R-methyl or carboxylic acid or carboxylate salt thereof or other ester, e.g., sequentially or simultaneously.
  • the haloxyfop-R- methyl or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 6.75 gae/ha to about 120 gae/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha.
  • the haloxyfop-R-methyl or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 3 gai/ha to about 140 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 g acid equivalent per hectare (gae/ha) to about 45 gae/ha.
  • the haloxyfop-R-methyl or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 6.75 gai/ha to about 70 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 4.38 g acid equivalent per hectare (gae/ha) to about 17.5 gae/ha.
  • the methods utilize the compound of formula (I), or its benzyl or w-butyl ester and haloxyfop-R-methyl.
  • the methods utilize the compound of formula (I) and haloxyfop-R- methyl, wherein the compound of formula (I) is applied at a rate of from about 4.38 g acid equivalent per hectare (gae/ha) to about 35 gae/ha, and haloxyfop-R-methyl is applied at a rate of about 6.75 gai/ha to about 70 gai/ha.
  • the methods utilize the benzyl ester of the compound of formula (I) and haloxyfop-R-methyl, wherein the benzyl ester of the compound of formula (I) is applied at a rate of from about 4.38 g acid equivalent per hectare (gae/ha) to about 17.5 gae/ha, and haloxyfop-R-methyl is applied at a rate of about 6.75 gai/ha to about 27 gai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with haloxyfop- R-methyl or carboxylic acid or carboxylate salt thereof or other ester are used to control ECHCO, IPOHE, SCPJU, BRAPP, or CYPRO.
  • the compound of formula (I) or salt or ester thereof is used in combination with metamifop or salt or ester thereof.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to metamifop or salt or ester thereof is within the range of from about 1 : 150 to about 6: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to metamifop or salt or ester thereof is within the range of from 1 :34 to about 10: 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to metamifop or salt or ester thereof is within the range of from 1 :34 to about 1 :2. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to metamifop or salt or ester thereof is within the range of from about 1 : 60 to about 1 : 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to metamifop or salt or ester thereof is within the range of from about 1 :30 to about 1 :2.1. In certain embodiments, the compositions provided herein comprise the compound of formula (I) or its benzyl ester and metamifop.
  • the composition comprises the compound of formula (I) and metamifop, wherein the weight ratio of the compound of formula (I) to metamifop is about 1 :30 to about 1 :2.1.
  • the composition comprises the benzyl ester of the compound of formula (I) and metamifop, wherein the weight ratio of the benzyl ester of the compound of formula (I) to metamifop is about 1 :30 to about 1 : 15.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 52 grams active ingredient per hectare (gai/ha) to about 600 gai/ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate of from about 40 grams active ingredient per hectare (gai/ha) to about 170 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and metamifop or salt or ester thereof, e.g., sequentially or simultaneously.
  • the metamifop or salt or ester thereof is applied at a rate from about 50 gai/ha to about 300 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha. In some embodiments, the metamifop or salt or ester thereof is applied at a rate from about 30 gai/ha to about 300 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 g acid equivalent per hectare (gae/ha) to about 70 gae/ha.
  • the metamifop or salt or ester thereof is applied at a rate from about 75 gai/ha to about 150 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 4.38 g acid equivalent per hectare (gae/ha) to about 35 gae/ha.
  • the methods utilize the compound of formula (I), or its benzyl ester and metamifop.
  • the methods utilize the compound of formula (I) and metamifop, wherein the compound of formula (I) is applied at a rate of from about 4.38 g acid equivalent per hectare (gae/ha) to about 35 gae/ha, and metamifop is applied at a rate of about 75 gai/ha to about 150 gai/ha.
  • the methods utilize the benzyl ester of the compound of formula (I) and metamifop, wherein the benzyl ester of the compound of formula (I) is applied at a rate of about 4.38 g acid equivalent per hectare (gae/ha), and metamifop is applied at a rate of about 75 gai/ha to about 150 gai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with metamifop or salt or ester thereof are used to control IPOHE, ECHCG, ECHOR, IPOHE , FIMMI, SCPMA, or SCPJU.
  • the compound of formula (I) or salt or ester thereof is used in combination with pinoxaden or salt or ester thereof.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to pinoxaden or salt or ester thereof is within the range of from about 1 :30 to about 150: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to pinoxaden or salt or ester thereof is within the range of from 1 :27 to about 25: 1. .
  • the weight ratio of the compound of formula (I) or salt or ester thereof to pinoxaden or salt or ester thereof is within the range of from 1 : 12 to about 2: 1.
  • the compositions comprise the compound of formula (I) or its benzyl or n-butyl ester and pinoxaden.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 4 grams active ingredient per hectare (gai/ha) to about 360 gai/ha based on the total amount of active ingredients in the composition.
  • the composition is applied at an application rate of from about 8 grams active ingredient per hectare (gai/ha) to about 110 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and pinoxaden or salt thereof, e.g., sequentially or simultaneously.
  • the pinoxaden or salt or ester thereof is applied at a rate from about 2 gai/ha to about 60 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha. .
  • the pinoxaden or salt or ester thereof is applied at a rate from about 15 gai/ha to about 60 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 5 gae/ha to about 32 gae/ha.
  • the methods utilize the compound of formula (I) or its benzyl or n-butyl ester and pinoxaden for the control of ECHCO, IPOHE, KCHSC, PHAMI and SCPJU.
  • the compound of formula (I) or salt or ester thereof is used in combination with pro foxy dim or salt or ester thereof.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to profoxydim or salt or ester thereof is within the range of from about 1 : 70 to about 29: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to profoxydim or salt or ester thereof is within the range of from 1 : 8 to about 2 : 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to profoxydim or salt or ester thereof is within the range of from about 1 : 10 to about 3 : 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to profoxydim or salt or ester thereof is within the range of from about 1 :23 to about 3 : 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to profoxydim or salt or ester thereof is within the range of from about 1 :5 to about 1.4: 1. In certain embodiments, the compositions provided herein comprise the compound of formula (I) or its benzyl ester and profoxydim.
  • the composition comprises the compound of formula (I) and profoxydim, wherein the weight ratio of the compound of formula (I) to profoxydim is about 1 :3.
  • the composition comprises the benzyl ester of the compound of formula (I) and profoxydim, wherein the weight ratio of the benzyl ester of the compound of formula (I) to profoxydim is about 1 :5 to about 1.4: 1.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 15 grams active ingredient per hectare (gai/ha) to about 500 gai/ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate of from about 16 grams active ingredient per hectare (gai/ha) to about 50 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and profoxydim or salt or ester thereof, e.g., sequentially or simultaneously.
  • the profoxydim or salt or ester thereof is applied at a rate from about 12 gai/ha to about 200 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha. In some embodiments, the profoxydim or salt or ester thereof is applied at a rate from about 4 gai/ha to about 140 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 g acid equivalent per hectare (gae/ha) to about 45 gae/ha.
  • the profoxydim or salt or ester thereof is applied at a rate from about 12.5 gai/ha to about 25 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 4.38 g acid equivalent per hectare (gae/ha) to about 17.5 gae/ha.
  • the methods utilize the compound of formula (I), or its benzyl or w-butyl ester and profoxydim.
  • the methods utilize the compound of formula (I) and profoxydim, wherein the compound of formula (I) is applied at a rate of about 4.38 g acid equivalent per hectare (gae/ha), and profoxydim is applied at a rate of about 12.5 gai/ha.
  • the methods utilize the benzyl ester of the compound of formula (I) and profoxydim, wherein the benzyl ester of the compound of formula (I) is applied at a rate of from about 4.38 g acid equivalent per hectare (gae/ha) to about 17.5 gae/ha, and profoxydim is applied at a rate of about 12.5 gai/ha to about 25gai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with profoxydim or salt or ester thereof are used to control ECHCO, ECHCO, SCPJU or LEFCH.
  • the compound of formula (I) or salt or ester thereof is used in combination with quizalofop-P- ethyl or carboxylic acid or carboxylate salt thereof or other ester.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to quizalofop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from about 1 : 100 to about 12: 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to quizalofop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from 1 :8 to about 19: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to quizalofop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from 1 :6 to about 1 : 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to quizalofop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from about 1 : 12 to about 10: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to quizalofop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is within the range of from about 1 :6 to about 5: 1. In certain embodiments, the compositions provided herein comprise the compound of formula (I) or its benzyl ester and quizalofop-P-ethyl.
  • the composition comprises the compound of formula (I) and quizalofop-P- ethyl, wherein the weight ratio of the compound of formula (I) to quizalofop-P-ethyl is about 1 :6 to about 5: 1.
  • the composition comprises the benzyl ester of the compound of formula (I) and quizalofop-P-ethyl, wherein the weight ratio of the benzyl ester of the compound of formula (I) to quizalofop-P-ethyl is about 1 :6 to about 5: 1.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 6 grams active ingredient per hectare (gai/ha) to about 400 gai/ha based on the total amount of active ingredients in the composition.
  • the composition is applied at an application rate of from about 8 grams active ingredient per hectare (gai/ha) to about 50 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and quizalofop-P-ethyl or or carboxylic acid or carboxylate salt thereof or other ester, e.g., sequentially or simultaneously.
  • the quizalofop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 4 gai/ha to about 100 gae/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha.
  • the quizalofop-P- or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 2 gai/ha to about 60 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 g acid equivalent per hectare (gae/ha) to about 70 gae/ha.
  • the quizalofop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester is applied at a rate from about 3.56 gai/ha to about 30 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 3.75 g acid equivalent per hectare (gae/ha) to about 35 gae/ha.
  • the methods utilize the compound of formula (I), or its benzyl ester and quizalofop-P-ethyl.
  • the methods utilize the compound of formula (I) and quizalofop-P-ethyl, wherein the compound of formula (I) is applied at a rate of from about 3.75 g acid equivalent per hectare (gae/ha) to about 35 gae/ha, and quizalofop-P-ethyl is applied at a rate of about 3.56 gai/ha to about 30 gai/ha.
  • the methods utilize the benzyl ester of the compound of formula (I) and quizalofop-P-ethyl, wherein the benzyl ester of the compound of formula (I) is applied at a rate of from about 3.75 g acid equivalent per hectare (gae/ha) to about 17.5 gae/ha, and quizalofop-P-ethyl is applied at a rate of about 3.56 gai/ha to about 30 gai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with quizalofop-P-ethyl or carboxylic acid or carboxylate salt thereof or other ester are used to control IPOHE, ECHOR, CYPRO, ECHCG, AVEFA, LOLMU.
  • the compound of formula (I) or salt or ester thereof is used in combination with sethoxydim or salt or ester thereof.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to sethoxydim or salt or ester thereof is within the range of from about 1 : 70 to about 29: 1. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to sethoxydim or salt or ester thereof is within the range of from 1 :8 to about 2: 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to sethoxydim or salt or ester thereof is within the range of from about 1 :61 to about 1 :2. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to sethoxydim or salt or ester thereof is within the range of from about 1 : 120 to about 1 :3. In certain embodiments, the weight ratio of the compound of formula (I) or salt or ester thereof to sethoxydim or salt or ester thereof is within the range of from about 1 :54 to about 1 :7.7. In certain embodiments, the compositions provided herein comprise the compound of formula (I) or its benzyl ester and sethoxydim.
  • the composition comprises the compound of formula (I) and sethoxydim, wherein the weight ratio of the compound of formula (I) to sethoxydim is about 1 :54 to about 1 :7.7.
  • the composition comprises the benzyl ester of the compound of formula (I) and sethoxydim, wherein the weight ratio of the benzyl ester of the compound of formula (I) to sethoxydim is about 1 :27 to about 1 : 15.4.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 55 grams active ingredient per hectare (gai/ha) to about 825 gai/ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate of from about 55 grams active ingredient per hectare (gai/ha) to about 300 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and sethoxydim or salt or ester thereof, e.g., sequentially or simultaneously.
  • the sethoxydim or salt or ester thereof is applied at a rate from about 50 gai/ha to about 525 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha. In some embodiments, the sethoxydim or salt or ester thereof is applied at a rate from about 30 gai/ha to about 600 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 g acid equivalent per hectare (gae/ha) to about 45 gae/ha.
  • the sethoxydim or salt or ester thereof is applied at a rate from about 67.5 gai/ha to about 270 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 4.38 g acid equivalent per hectare (gae/ha) to about 17.5 gae/ha.
  • the methods utilize the compound of formula (I), or its benzyl ester and sethoxydim.
  • the methods utilize the compound of formula (I) and sethoxydim, wherein the compound of formula (I) is applied at a rate of from about 4.38 g acid equivalent per hectare (gae/ha) to about 17.5 gae/ha, and sethoxydim is applied at a rate of about 67.5 gai/ha to about 270 gai/ha.
  • the methods utilize the benzyl ester of the compound of formula (I) and sethoxydim, wherein the benzyl ester of the compound of formula (I) is applied at a rate of from about 4.38 g acid equivalent per hectare (gae/ha) to about 8.75 gae/ha, and sethoxydim is applied at a rate of about 135 gai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with sethoxydim or salt or ester thereof are used to control CYPES, CYPDI, CYPIR, SCPJU, LEFCH, FIMMI, or ECHCG.
  • the compound of formula (I) or salt or ester thereof is used in combination with tralkoxydim or salt or ester thereof.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to tralkoxydim or salt or ester thereof is within the range of from about 1 :38 to about 60: 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to tralkoxydim or salt or ester thereof is within the range of from 1 :23 to about 10: 1.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to tralkoxydim or salt or ester thereof is within the range of from 1 :40 to about 1 :2.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to tralkoxydim or salt or ester thereof is within the range of from 1 :40 to about 1 :2.
  • the weight ratio of the compound of formula (I) or salt or ester thereof to tralkoxydim or salt or ester thereof
  • compositions comprise the compound of formula (I) or its benzyl or n-butyl ester and tralkoxydim.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation a composition described herein.
  • the composition is applied at an application rate of from about 7 grams active ingredient per hectare (gai/ha) to about 375 gai/ha based on the total amount of active ingredients in the composition.
  • the composition is applied at an application rate of from about 8 grams active ingredient per hectare (gai/ha) to about 100 gai/ha based on the total amount of active ingredients in the composition.
  • the methods comprise contacting the undesirable vegetation or locus thereof or applying to the soil or water to prevent the emergence or growth of vegetation with a compound of formula (I) or salt or ester thereof and tralkoxydim or salt thereof, e.g., sequentially or simultaneously.
  • the tralkoxydim or salt or ester thereof is applied at a rate from about 5 gai/ha to about 75 gai/ha and the compound of formula (I) of salt or ester thereof is applied at a rate from about 2 gae/ha to about 300 gae/ha.
  • the methods utilize the compound of formula (I) or its benzyl or n-butyl ester and tralkoxydim are used to control AVEFA, CYPIR, KCHSC and LOLMU.
  • the components of the mixtures described herein can be applied either separately or as part of a multipart herbicidal system.
  • the mixtures described herein can be applied in conjunction with one or more other herbicides to control a wider variety of undesirable vegetation.
  • the composition can be formulated with the other herbicide or herbicides, tank mixed with the other herbicide or herbicides or applied sequentially with the other herbicide or herbicides.
  • herbicides that can be employed in conjunction with the compositions and methods described herein include, but are not limited to: 4-CPA; 4-CPB; 4-CPP; 2,4-D; 2,4-D choline salt, 2,4-D esters and amines, 2,4-DB; 3,4-DA; 3,4-DB; 2,4-DEB; 2,4-DEP; 3,4-DP; 2,3,6-TBA; 2,4,5-T; 2,4,5-TB; acetochlor, acifluorfen, aclonifen, acrolein, alachlor, allidochlor, alloxydim, allyl alcohol, alorac, ametridione, ametryn, amibuzin, amicarbazone, amidosulfuron, aminocyclopyrachlor, aminopyralid, amiprofos- methyl, amitrole, ammonium sulfamate, anilofos, anisuron, asulam, atraton, atrazine, azafen
  • chlorflurazole chlorflurenol, chloridazon, chlorimuron, chlornitrofen, chloropon, chlorotoluron, chloroxuron, chloroxynil, chlorpropham, chlorsulfuron, chlorthal,
  • chlorthiamid cinidon-ethyl, cinmethylin, cinosulfuron, cisanilide, cliodinate, clofop, clomazone, clomeprop, cloprop, cloproxydim, clopyralid, cloransulam-methyl, CMA, copper sulfate, CPMF, CPPC, credazine, cresol, cumyluron, cyanatryn, cyanazine, cycloate, cyclopyrimorate, cyclosulfamuron, cycloxydim, cycluron, cyperquat, cyprazine, cyprazole, cypromid, daimuron, dalapon, dazomet, delachlor, desmedipham, desmetryn, di-allate, dicamba, dichlobenil, dichloralurea, dichlormate, dichlorprop, dichlorprop-P, diclosulam,
  • compositions and methods described herein can further be used in conjunction with glyphosate, 5 -enolpyruvylshikimate-3 -phosphate (EPSP) synthase inhibitors, glufosinate, glutamine synthetase inhibitors, dicamba, phenoxy auxins, pyridyloxy auxins, synthetic auxins, auxin transport inhibitors, aryloxyphenoxypropionates, cyclohexanediones, phenylpyrazolines, acetyl CoA carboxylase (ACCase) inhibitors, imidazolinones, sulfonylureas, pyrimidinylthiobenzoates, triazolopyrimidine sulfonamides,
  • EPP 5 -enolpyruvylshikimate-3 -phosphate
  • sulfonylaminocarbonyltriazolinones acetolactate synthase (ALS) or acetohydroxy acid synthase (AHAS) inhibitors, 4-hydroxyphenyl-pyruvate dioxygenase (HPPD) inhibitors, phytoene desaturase inhibitors, carotenoid biosynthesis inhibitors, protoporphyrinogen oxidase (PPO) inhibitors, cellulose biosynthesis inhibitors, mitosis inhibitors, microtubule inhibitors, very long chain fatty acid inhibitors, fatty acid and lipid biosynthesis inhibitors, photosystem I inhibitors, photosystem II inhibitors, triazines, and bromoxynil on glyphosate- tolerant, EPSP synthase inhibitor-tolerant, glufosinate-tolerant, glutamine synthetase inhibitor-tolerant, dicamba-tolerant, phenoxy auxin-tolerant, pyridyloxy auxin-tolerant, auxin-tolerant, auxin transport inhibitor-tolerant, aryl
  • the compound of formula (I) or salt or ester thereof and complementary herbicide or salt or ester thereof are used in combination with herbicides that are selective for the crop being treated and which complement the spectrum of weeds controlled by these compounds at the application rate employed.
  • the compositions described herein and other complementary herbicides are applied at the same time, either as a combination formulation or as a tank mix.
  • compositions described herein are employed in combination with one or more herbicide safeners, such as AD-67 (MON 4660), benoxacor, benthiocarb, brassinolide, cloquintocet (mexyl), cyometrinil, daimuron, dichlormid, dicyclonon, dimepiperate, disulfoton, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, harpin proteins, isoxadifen-ethyl, jiecaowan, jiecaoxi, mefenpyr-diethyl, mephenate, naphthalic anhydride (NA), oxabetrinil, R29148 and N-phenyl-sulfonylbenzoic acid amides, to enhance their selectivity.
  • herbicide safeners such as AD-67 (MON 4660), benoxacor, benthiocarb, brassinolide
  • the safeners are employed in rice, cereal, corn, or maize settings.
  • the safener is cloquintocet or an ester or salt thereof.
  • cloquintocet is utilized to antagonize harmful effects of the compositions on rice and cereals.
  • the safener is cloquintocet (mexyl).
  • compositions described herein are employed in combination with one or more plant growth regulators, such as 2,3,5-tri-iodobenzoic acid, IAA, IBA, naphthaleneacetamide, a-naphthaleneacetic acids, benzyladenine, 4- hydroxyphenethyl alcohol, kinetin, zeatin, endothal, ethephon, pentachlorophenol, thidiazuron, tribufos, aviglycine, maleic hydrazide, gibberellins, gibberellic acid, abscisic acid, ancymidol, fosamine, glyphosine, isopyrimol, jasmonic acid, maleic hydrazide, mepiquat, 2,3,5-tri-iodobenzoic acid, morphactins, dichlorflurenol, flurprimidol, mefluidide, paclobutrazol, tetcyclacis, unic
  • the plant growth regulators are employed in one or more crops or settings, such as rice, cereal crops, corn, maize , broadleaf crops, oilseed rape/canola, turf, pineapple, sugarcane, sunflower , pastures, grasslands, rangelands, fallowland, tree and vine orchards, plantation crops, vegetables, and non-crop (ornamentals) settings.
  • the plant growth regulator is mixed with the compound of formula (I), or mixed with the compound of formula (I) and ACCase inhibitors to cause a preferentially advantageous effect on plants.
  • compositions comprise or the methods utilize (a) the compound of formula I or agriculturally acceptable salt or ester thereof; (b) an ACCase inhibitor; and (c) a third herbicide.
  • the compositions comprise or the methods utilize a compound of Formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and penoxsulam.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 7 to about 45 weight percent of the total composition; cyhalofop-butyl is from about 48 to about 89 weight percent of the total composition, and penoxsulam is from about 4 to about 7 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 9 to about 28 weight percent of the total composition; cyhalofop-butyl is from about 62 to about 88 weight percent of the total composition, and penoxsulam is from about 2 to about 10 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha (grams acid equivalent/ha); cyhalofop-butyl salt or ester thereof is applied at a rate from about 25 to about 400 gai/ha (grams active ingredient/ha), and penoxsulam is applied from about 1 to about 50 gr ai/ha (grams active ingredient/ha).
  • the compound of formula I or agriculturally acceptable salt or ester thereof is applied at a rate from about 1 to about 32 gae/ha; cyhalofop-butyl salt or ester thereof is applied at a rate from about 25 to about 280 gai/ha, and penoxsulam is applied from about 2 to about 35 gr ai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with cyhalofop-butyl and penoxsulam, or salt or ester thereof are used to control ECHCG, CYPRO and FIMMI.
  • compositions comprise or the methods utilize a compound of formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and bentazon- sodium.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 2 to about 13 weight percent of the total composition;
  • cyhalofop-butyl is from about 14 to about 20 weight percent of the total composition, and bentazon-sodium is from about 73 to about 78 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 1 to about 9 weight percent of the total composition; cyhalofop-butyl is from about 15 to about 18 weight percent of the total composition, and bentazon-sodium is from about 78 to about 84 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and bentazon- sodium is applied from about 1 to about 1,500 gr ai/ha.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is applied at a rate from about 1 to about 32 gae/ha; cyhalofop-butyl salt or ester thereof is applied at a rate from about 25 to about 280 gai/ha, and bentazon-sodium is applied from about 210 to about 1,200 gr ai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with cyhalofop-butyl and bentazone sodium, or salt or ester thereof, are used to control ECHCG and FIMMI.
  • compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and triclopyr.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 2 to about 20 weight percent of the total composition;
  • cyhalofop-butyl is from about 20 to about 22 weight percent of the total composition, and bentazon-sodium is from about 58 to about 78 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 1 to about 1 1 weight percent of the total composition; cyhalofop-butyl is from about 15 to about 25 weight percent of the total composition, and triclopyr is from about 64 to about 84 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and triclopyr is applied from about 100 to about 840 gr ae/ha.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is applied at a rate from about 1 to about 32 gae/ha; cyhalofop-butyl salt or ester thereof is applied at a rate from about 25 to about 280 gai/ha, and triclopyr is applied from about 210 to about 560 gr ae/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with cyhalofop-butyl and triclopyr, or salt or ester thereof are used to control ECHCG and SCPJU.
  • the compositions comprise or the methods utilize a compound of formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and bispyribac- sodium.
  • the compound of formula I or agriculturally acceptable salt or ester thereof iss from about 4 to about 44 weight percent of the total composition;
  • cyhalofop-butyl is from about 47 to about 53 weight percent of the total composition, and bispyribac-sodium is from about 9 to about 43 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 6 to about 28 weight percent of the total composition; cyhalofop-butyl is from about 60 to about 63 weight percent of the total composition, and bispyribac-sodium is from about 11 to about 30 weight percent of the total composition.
  • the compound of formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and bispyribac-sodium is applied from about 20 to about 90 gr ai/ha.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is applied at a rate from about 1 to about 32 gae/ha; cyhalofop-butyl salt or ester thereof is applied at a rate from about 25 to about 280 gai/ha, and bispyribac-sodium is applied from about 25 to about 75 gr ai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with cyhalofop-butyl and bispyribac- sodium, or salt or ester thereof, are used to control ECHCG and SCPJU.
  • compositions comprise or the methods utilze the compound of formula I, cyhalofop-butyl, and imazamox.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 5 to about 44 weight percent of the total composition; cyhalofop-butyl is from about 46 to about 77 weight percent of the total composition, and imazamox is from about 10 to about 18 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 8 to about 28 weight percent of the total composition; cyhalofop-butyl is from about 58 to about 80 weight percent of the total composition, and imazamox is from about 12 to about 14 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gai/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and imazamox is applied from about 6 to about 70 gr ai/ha.
  • the compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and benzobicyclon.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 3 to about 33 weight percent of the total composition; cyhalofop-butyl is from about 32 to about 35 weight percent of the total composition, and benzobicyclon is from about 33 to about 65 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 3 to about 19 weight percent of the total composition; cyhalofop-butyl is from about 32 to about 42 weight percent of the total composition, and benzobicyclon is from about 39 to about 65 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gai/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and benzobicyclon is applied from about 50 to about 300 gr ai/ha.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is applied at a rate from about 1 to about 32 gae/ha; cyhalofop-butyl salt or ester thereof is applied at a rate from about 25 to about 280 gai/ha, and benzobicyclon is applied from about 50 to about 300 gr ai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with cyhalofop-butyl and bispyribac-sodium, or salt or ester thereof are used to control ECHCG, ECHOR and FIMMI.
  • compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and quinclorac.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 2 to about 25 weight percent of the total composition; cyhalofop-butyl is from about 25 to about 27 weight percent of the total composition, and quinclorac is from about 48 to about 72 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 3 to about 14 weight percent of the total composition; cyhalofop-butyl is from about 25 to about 26 weight percent of the total composition, and quinclorac is from about 54 to about 71 weight percent of the total composition.
  • the compound of formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha;
  • compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and glyphosate.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 1 to about 11 weight percent of the total composition; cyhalofop-butyl is from about 1 1 to about 13 weight percent of the total composition, and glyphosate is from about 78 to about 86 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 1.5 to about 5.5 weight percent of the total composition; cyhalofop-butyl is from about 15 to about 11.5 weight percent of the total composition, and glyphosate is from about 83 to about 83.5 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and glyphosate is applied from about 160 to about 2240 gr ae/ha.
  • the compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof , cyhalofop-butyl, and glufosinate.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 4 to about 14 weight percent of the total composition; cyhalofop-butyl is from about 15 to about 45 weight percent of the total composition, and glufosinate is from about 51 to about 71 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 4 to about 7 weight percent of the total composition; cyhalofop-butyl is from about 16 to about 38 weight percent of the total composition, and glufosinate is from about 58 to about 77 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and glufosinate is applied from about 28 to about 1560 gr ai/ha.
  • the compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, fenoxaprop, and penoxsulam.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 7 to about 61 weight percent of the total composition; fenoxaprop is from about 89 to about 29 weight percent of the total composition, and penoxsulam is from about 4 to about 10 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 9 to about 44 weight percent of the total composition; fenoxaprop is from about 41 to about 88 weight percent of the total composition, and penoxsulam is from about 3 to about 15 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; fenoxaprop is applied at a rate from about 25 to about 140 gr ae/ha, and penoxsulam is applied from about 1 to about 50 gr ai/ha.
  • compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, metamifop, and
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 4 to about 46 weight percent of the total composition; metamifop is from about 46 to about 94 weight percent of the total composition, and penoxsulam is from about 2 to about 8 weight percent of the total composition. In certain embodiments, the compound of formula I or agriculturally acceptable salt or ester thereof is from about 7 to about 30 weight percent of the total composition; metamifop is from about 60 to about 90 weight percent of the total composition, and penoxsulam is from about 3 to about 10 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; metamifop is applied at a rate from about 10 to about 300 gr ae/ha, and penoxsulam is applied from about 1 to about 50 gr ai/ha.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is applied at a rate from about 1 to about 32 gae/ha;
  • metamifop salt or ester thereof is applied at a rate from about 25 to about 100 gai/ha, and penoxsulam is applied from about 5 to about 35 gr ai/ha.
  • the methods and compositions utilizing the compound of formula (I) or salt or ester thereof in combination with metamifop and penoxsulam, or salt or ester thereof are used to control ECHCG.
  • the compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof , profoxydim, and penoxsulam.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 13 to about 55 weight percent of the total composition; profoxydim is from about 36 to about 80 weight percent of the total composition, and penoxsulam idiments, the compound of formula I or agriculturally acceptable salt or ester thereof is from about 19 to about 39 weight percent of the total composition; profoxydim is from about 50 to about 74 weight percent of the total composition, and penoxsulam is from about 3 to about 10 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; profoxydim is applied at a rate from about 12 to about 200 gr ai/ha, and penoxsulam is applied from about 1 to about 50 gr ai/ha.
  • compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and benfuresate.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 2 to about 32 weight percent of the total composition; cyhalofop-butyl is from about 34 to about 35 weight percent of the total composition, and benfuresate is from about 33 to about 64 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 3 to about 19 weight percent of the total composition; cyhalofop-butyl is from about 32 to about 42 weight percent of the total composition, and benfuresate is from about 39 to about 64 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl, is applied at a rate from about 25 to about 400 gai/ha, and benfuresate is applied from about 50 to 300 gr ai/ha.
  • compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester there of cyhalofop-butyl, and fentrazamide.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 5 to about 33 weight percent of the total composition; cyhalofop-butyl is from about 35 to about 58 weight percent of the total composition, and fentrazamide is from about 32 to about 37 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 6 to about 19 weight percent of the total composition; cyhalofop-butyl is from about 39 to about 63 weight percent of the total composition, and fentrazamide is from about 31 to about 40 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and fentrazamide is applied from about 16 to about 300 gr ai/ha.
  • compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and indanofan.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 4 to about 33 weight percent of the total composition; cyhalofop-butyl is from about 35 to about 48 weight percent of the total composition, and indanofan is from about 32 to about 48 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof si from about 5 to about 19 weight percent of the total composition; cyhalofop-butyl is from about 42 to about 48 weight percent of the total composition, and indanofan is from about 39 to about 48 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha;
  • cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and indanofan is applied from about 25 to about 300 gr ai/ha.
  • the compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and ipfencarbazone.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 1 to about 27 weight percent of the total composition; cyhalofop-butyl is from about 9 to about 28 weight percent of the total composition, and ipfencarbazone is from about 45 to about 90 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 1 to about 15 weight percent of the total composition; cyhalofop-butyl is from about 14 to about 33 weight percent of the total composition, and ipfencarbazone is from about 52 to about 85 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and ipfencarbazone is applied from about 250 to about 500 gr ai/ha.
  • compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and mefenacet.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 1 to about 14 weight percent of the total composition; cyhalofop-butyl is from about 9 to about 14 weight percent of the total composition, and mefenacet is from about 72 to about 90 weight percent of the total composition.
  • Formula I is from about 2 to about 7 weight percent of the total composition; cyhalofop-butyl is from about 14 to about 16 weight percent of the total composition, and mefenacet is from about 77 to about 85 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and mefenacet is applied from about 250 to about 1600 gr ai/ha.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is applied at a rate from about 1 to about 32 gae/ha; cyhalofop-butyl salt or ester thereof is applied at a rate from about 25 to about 280 gai/ha, and mefenacet is applied from about 75 to about 560 gr ai/ha.
  • the compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and oxazichlomafone.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 6 to about 43 weight percent of the total composition; cyhalofop-butyl is from about 42 to about 76 weight percent of the total composition, and oxazichlomafone is from about 11 to about 18 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 7 to about 27 weight percent of the total composition; cyhalofop-butyl is from about 58 to about 77 weight percent of the total composition, and oxazichlomafone is from about 14 to about 15 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and oxazichlomafone is applied from about 6 to about 80 gr ai/ha.
  • the compositions comprise or the methods utilize a compound of the formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, or pretilachlor.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 3 to about 22 weight percent of the total composition; cyhalofop- butyl iss from about 23 to about 38 weight percent of the total composition, and pretilachlor is from about 55 to about 58 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 3 to about 13 weight percent of the total composition; cyhalofop-butyl is from about 26 to about 32 weight percent of the total composition, and pretilachlor is from about 61 to about 65 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and pretilachlor is applied from about 38 to about 750 gr ai/ha.
  • the compound of formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and propyrisulfuron is from about 5 to about 42 weight percent of the total composition; cyhalofop-butyl is from about 44 to about 66 weight percent of the total composition, and propyrisulfuron is from about 14 to about 29 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 7 to about 26 weight percent of the total composition; cyhalofop-butyl is from about 56 to about 66 weight percent of the total composition, and propyrisulfuron is from about 18 to about 27 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and propyrisulfuron is applied from about 1 1 to about 100 gr ai/ha.
  • the compound of formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and pyraclonil is from about 1 to about 33 weight percent of the total composition; cyhalofop-butyl is from about 12 to about 33 weight percent of the total composition, and pyraclonil is from about 33 to about 87 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 2 to about 19 weight percent of the total composition; cyhalofop-butyl is from about 20 to about 42 weight percent of the total composition, and pyraclonil is from about 39 to about 78 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and pyraclonil is applied from about 180 to about 300 gr ai/ha.
  • the compound of formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and pyriftalid is from about 3 to about 42 weight percent of the total composition; cyhalofop-butyl is from about 35 to about 45 weight percent of the total composition, and pyriftalid is from about 13 to about 62 weight percent of the total composition.
  • the compound of formula I or agriculturally acceptable salt or ester thereof is from about 5 to about 27 weight percent of the total composition; cyhalofop-butyl is from about 47 to about 57 weight percent of the total composition, and pyriftalid is from about 16 to about 48 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 400 gai/ha, and pyriftalid is applied from about 45 to about 90 gr ai/ha.
  • the compound of formula I or agriculturally acceptable salt or ester thereof, cyhalofop-butyl, and pyrimisulfan is from about 7 to about 46 weight percent of the total composition; cyhalofop-butyl is from about 48 to about 85 weight percent of the total composition, and pyrimisulfan is from about 6 to about 8 weight percent of the total composition.
  • Formula I is from about 9 to about 29 weight percent of the total composition; cyhalofop-butyl is from about 63 to about 84 weight percent of the total composition, and pyrimisulfan is from about 7 to about 8 weight percent of the total composition.
  • the compound of Formula I, or salt or ester thereof is applied at a rate from about 2 to about 300 gae/ha; cyhalofop-butyl is applied at a rate from about 25 to about 320 gai/ha, and pyrimisulfan is applied from about 2.5 to about 40 gr ai/ha.
  • compositions described herein are employed in combination with one or more herbicide safeners, such as AD-67 (MON 4660), benoxacor, benthiocarb, brassinolide, cloquintocet (mexyl), cyometrinil, daimuron, dichlormid, dicyclonon, dimepiperate, disulfoton, fenchlorazole-ethyl, fenclorim, furilazole, fluxofenim, furilazole, harpin proteins, isoxadifen-ethyl, jiecaowan, jiecaoxi, mefenpyr-diethyl, mephenate, naphthalic anhydride (NA), oxabetrinil, R29148 and N-phenyl-sulfonylbenzoic acid amides, to enhance their selectivity.
  • herbicide safeners such as AD-67 (MON 4660), benoxacor, benthiocarb, brassinolide
  • the safener is cloquintocet or an ester or salt thereof. In certain embodiments, cloquintocet is utilized to antagonize harmful effects of the compositions on rice and cereals. In some embodiments, the safener is cloquintocet (mexyl).
  • compositions provided herein further comprise at least one agriculturally acceptable adjuvant or carrier.
  • Suitable adjuvants or carriers should not be phytotoxic to valuable crops, particularly at the concentrations employed in applying the compositions for selective weed control in the presence of crops, and should not react chemically with herbicidal components or other composition ingredients.
  • Such mixtures can be designed for application directly to weeds or their locus or can be concentrates or formulations that are normally diluted with additional carriers and adjuvants before application. They can be solids, such as, for example, dusts, granules, water-dispersible granules, or wettable powders, or liquids, such as, for example, emulsifiable concentrates, solutions, emulsions or suspensions. They can also be provided as a pre-mix or tank mixed.
  • Suitable agricultural adjuvants and carriers include, but are not limited to, crop oil concentrate; nonylphenol ethoxylate; benzylcocoalkyldimethyl quaternary ammonium salt; blend of petroleum hydrocarbon, alkyl esters, organic acid, and anionic surfactant; Cg-Cn alkylpolyglycoside; phosphated alcohol ethoxylate; natural primary alcohol (Cu-Cw) ethoxylate; di-sec-butylphenol EO-PO block copolymer; polysiloxane-methyl cap;
  • Liquid carriers that can be employed include water and organic solvents.
  • the organic solvents include, but are not limited to, petroleum fractions or hydrocarbons such as mineral oil, aromatic solvents, paraffinic oils, and the like; vegetable oils such as soybean oil, rapeseed oil, olive oil, castor oil, sunflower seed oil, coconut oil, corn oil, cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil and the like; esters of the above vegetable oils; esters of monoalcohols or dihydric, trihydric, or other lower polyalcohols (4-6 hydroxy containing), such as 2-ethyl hexyl stearate, w-butyl oleate, isopropyl myristate, propylene glycol dioleate, di-octyl succinate, di-butyl adipate, di-octyl phthalate and the like; esters of mono, di and polycarbox
  • organic solvents include, but are not limited to toluene, xylene, petroleum naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol monomethyl ether and diethylene glycol monomethyl ether, methyl alcohol, ethyl alcohol, isopropyl alcohol, amyl alcohol, ethylene glycol, propylene glycol, glycerine, N-methyl-2-pyrrolidinone, N,N-dimethyl alkylamides, dimethyl sulfoxide, liquid fertilizers and the like.
  • Water is the carrier for the dilution of concentrates.
  • suitable solid carriers include but are not limited to talc, pyrophyllite clay, silica, attapulgus clay, kaolin clay, kieselguhr, chalk, diatomaceous earth, lime, calcium carbonate, bentonite clay, Fuller's earth, cottonseed hulls, wheat flour, soybean flour, pumice, wood flour, walnut shell flour, lignin, cellulose, and the like.
  • compositions described herein further comprise one or more surface-active agents.
  • surface-active agents are employed in both solid and liquid compositions, and in certain embodiments those designed to be diluted with carrier before application.
  • the surface-active agents can be anionic, cationic or nonionic in character and can be employed as emulsifying agents, wetting agents, suspending agents, or for other purposes.
  • Surfactants which may also be used in the present formulations are described, inter alia, in "McCutcheon's Detergents and Emulsifiers Annual," MC Publishing Corp., Ridgewood, New Jersey, 1998 and in “Encyclopedia of Surfactants," Vol. I-III, Chemical Publishing Co., New York, 1980-81.
  • Surface-active agents include, but are not limited to salts of alkyl sulfates, such as diethanolammonium lauryl sulfate;
  • alkylarylsulfonate salts such as calcium dodecylbenzenesulfonate; alkylphenol-alkylene oxide addition products, such as nonylphenol-Cis ethoxylate; alcohol-alkylene oxide addition products, such as tridecyl alcohol-Ci 6 ethoxylate; soaps, such as sodium stearate; alkyl- naphthalene-sulfonate salts, such as sodium dibutylnaphthalenesulfonate; dialkyl esters of sulfosuccinate salts, such as sodium di(2-ethylhexyl) sulfosuccinate; sorbitol esters, such as sorbitol oleate; quaternary amines, such as lauryl trimethylammonium chloride; polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; block copolymers of ethylene oxide and propylene oxide; salts of mono and
  • these materials can be used interchangeably as an agricultural adjuvant, as a liquid carrier or as a surface active agent.
  • compositions provided herein include but are not limited to compatibilizing agents, antifoam agents, sequestering agents, neutralizing agents and buffers, corrosion inhibitors, dyes, odorants, spreading agents, penetration aids, sticking agents, dispersing agents, thickening agents, freezing point depressants,
  • compositions may also contain other compatible components, for example, other herbicides, plant growth regulants, fungicides, insecticides, and the like and can be formulated with liquid fertilizers or solid, particulate fertilizer carriers such as ammonium nitrate, urea and the like.
  • the concentration of the active ingredients in the compositions described herein is from about 0.0005 to 98 percent by weight. In some embodiments, the concentration is from about 0.0006 to 90 percent by weight.
  • the active ingredients in certain embodiments, are present in a concentration from about 0.1 to 98 weight percent, and in certain embodiment's about 0.5 to 90 weight percent.
  • Such compositions are, in certain embodiments, diluted with an inert carrier, such as water, before application.
  • the diluted compositions usually applied to weeds or the locus of weeds contain, in certain embodiments, about 0.0006 to 10.0 weight percent active ingredient and in certain embodiments contain about 0.01 to 5.0 weight percent.
  • compositions can be applied to weeds or their locus by the use of conventional ground or aerial dusters, sprayers, and granule applicators, by addition to irrigation or paddy water, and by other conventional means known to those skilled in the art.
  • Seeds or nutlets of the desired test plant species were planted in a soil matrix prepared by mixing a loam or sandy loam soil (e.g., 28.6 percent silt, 18.8 percent clay, and 52.6 percent sand, with a pH of about 5.8 and an organic matter content of about 1.8 percent) and calcareous grit in an 80 to 20 ratio.
  • the soil matrix was contained in plastic pots with a volume of 1 quart and a surface area of 83.6 square centimeters (cm 2 ). When required to ensure good germination and healthy plants, a fungicide treatment and/or other chemical or physical treatment was applied.
  • the plants were grown for 8-22 days in a greenhouse with an approximate 14 hr photoperiod which was maintained at about 29° C during the day and 26° C during the night.
  • Nutrients Pigters Excel ® 15-5-15 5-Ca 2-Mg and iron chelate were applied in the irrigation solution as needed and water was added on a regular basis.
  • Supplemental lighting was provided with overhead metal halide 1000- Watt lamps as necessary. The plants were employed for testing when they reached the first through fourth true leaf stage.
  • Treatments consisted of the acid or esters of 4-amino-3-chloro-5-fluoro-6-(4-chloro-2- fluoro-3-methoxy-phenyl)pyridine-2-carboxylic acid (Compound A), each formulated as an SC (suspension concentrate), and various herbicidal components alone and in combination. Forms of compound A were applied on an acid equivalent basis.
  • herbicidal components were applied on an acid equivalent (ae) or active ingredient (ai) basis and included acetyl coA carboxylase (ACCase)-inhibiting herbicides (cyclohexanedione and aryloxyphenoxypropionate chemical classes) cyhalofop-butyl formulated as Clincher ® SF (285 gr ai/L EC), diclofop-methyl formulated as Hoelon ® 3EC, fenoxaprop-p-ethyl + isoxadifen-ethyl formulated as RiceStar ® HT (0.58 lb/gal EC) , fenoxaprop-p-ethyl + mefenpyr diethyl formulated as Puma ® 1EC, metamifop formulated as Metamifop EC, haloxyfop-methyl formulated as Gallant Super , fluazifop-p-butyl formulated as Fusilade
  • Treatment requirements were calculated based upon the rates being tested, the concentration of active ingredient or acid equivalent in the formulation, and a 12 mL application volume at a rate of 187 L/ha.
  • weighed amounts can be placed individually in 25 mL glass vials and dissolved in a volume of 97:3 v/v acetone/DMSO to obtain 12X stock solutions. If a test compound does not dissolve readily, the mixture can be warmed and/or sonicated.
  • Application solutions can be prepared by adding an appropriate amount of each stock solution (e.g. , 1 mL) and diluted to the appropriate final concentrations with the addition of 10 mL of an aqueous mixture of 1.5% (v/v) crop oil concentrate so that the final spray solutions contain 1.25% (v/v) crop oil concentrate.
  • the concentrated stock solutions can be added to the spray solutions so that the final acetone and DMSO concentrations of the application solutions are 16.2% and 0.5%, respectively.
  • weighed amounts of the technical materials can be placed individually in 25 mL glass vials and dissolved in a volume of 97:3 v/v acetone/DMSO to obtain 12X stock solutions, and measured amounts of the formulated compounds can be placed individually in 25 mL glass vials and diluted in a volume of 1.5% (v/v) crop oil concentrate or water to obtain 12X stock solutions. If a test compound does not dissolve readily, the mixture can be warmed and/or sonicated.
  • Application solutions can be prepared by adding an appropriate amount of each stock solution (e.g., 1 niL) and diluted to the appropriate final concentrations with the addition of an appropriate amount of an aqueous mixture of 1.5% (v/v) crop oil concentrate so that the final spray solutions contain 1.25% (v/v) crop oil concentrate.
  • additional water and/or 97:3 v/v acetone/DMSO can be added to individual application solutions so that the final acetone and DMSO concentrations of the application solutions being compared are 8.1% and 0.25%, respectively.
  • Spray solutions were applied to the plant material with an overhead Mandel track sprayer equipped with a 8002E nozzles calibrated to deliver 187 L/ha over an application area of 0.503 m 2 at a spray height of 18 to 20 inches (46 to 50 cm) above average plant canopy height. Control plants were sprayed in the same manner with the solvent blank.
  • the treated plants and control plants were placed in a greenhouse as described above and watered by sub-irrigation to prevent wash-off of the test compounds.
  • test plants were determined visually and scored on a scale of 0 to 100 percent where 0 corresponds to no injury or growth inhibition and 100 corresponds to complete kill.
  • gai/ha refers to concentration of fenoxaprop-p-ethyl
  • gai/ha refers to concentration of fenoxaprop-p-ethyl
  • gai/ha refers to concentration of fenoxaprop-p-ethyl
  • BRAPP Brachiaria platyphylla (Griseb.) Nash signalgrass, broadleaf
  • gae/ha grams acid equivalent per hectare
  • gai/ha j grams active ingredient per hectare
  • mud prepared by mixing a shredded, non-sterilized mineral soil (50.5 percent silt, 25.5 percent clay, and 24 percent sand, with a pH of about 7.6 and an organic matter content of about 2.9 percent) and water at a 1 : 1 volumetric ratio.
  • the prepared mud was dispensed in 365 mL aliquots into 16-ounce (oz.) non-perforated plastic pots with a surface area of 86.59 square centimeters (cm 2 ) leaving a headspace of 3 centimeters (cm) in each pot. Mud was allowed to dry overnight prior to planting or transplanting. Rice seeds were planted in Sun
  • Gro MetroMix® 306 planting mixture which typically has a pH of 6.0 to 6.8 and an organic matter content of about 30 percent, in plastic plug trays. Seedlings at the second or third leaf stage of growth were transplanted into 860 mL of mud contained in 32-oz. non-perforated plastic pots with a surface area of 86.59 cm 2 4 days prior to herbicide application. The paddy was created by filling the headspace of the pots with 2.5 to 3 cm of water. When required to ensure good germination and healthy plants, a fungicide treatment and/or other chemical or physical treatment was applied. The plants were grown for 4-22 days in a greenhouse with an approximate 14 hr photoperiod which was maintained at about 29 C during the day and 26°C during the night.
  • Nutrients were added as Osmocote ® (19:6: 12, N:P:K + minor nutrients) at 2 g per 16-oz. pot and 4 g per 32-oz. pot. Water was added on a regular basis to maintain the paddy flood, and supplemental lighting was provided with overhead metal halide 1000-Watt lamps as necessary. The plants were employed for testing when they reached the first through fourth true leaf stage.
  • Treatments consisted of the acid or esters of 4-amino-3-chloro-5-fluoro-6-(4-chloro-2- fluoro-3-methoxy-phenyl)pyridine-2-carboxylic acid (compound A) each formulated as an SC (suspension concentrate) and various herbicidal components alone and in combination. Forms of compound A were applied on an acid equivalent basis.
  • herbicidal components were applied on an acid equivalent (ae) or active ingredient (ai) basis as to normal practice used in the market, and included acetyl CoA carboxylase (ACCase) inhibiting herbicides (cyclohexanedione and
  • aryloxyphenoxypropionate chemical classes cyhalofop-butyl formulated as Clincher ® EC, fenoxaprop-p-ethyl + isoxadifen-ethyl formulated as RiceStar ® HT, fenoxaprop-p-ethyl + mefenpyr diethyl formulated as Puma 1EC, metamifop formulated as Metamifop EC, haloxyfop-methyl formulated as Gallant Super ® , fluazifop-p-butyl formulated as Fusilade ® DX, quizalofop-p-ethyl formulated as Assure ® II, profoxydim formulated as Aura ® 20EC, and sethoxydim formulated as Poast ® .
  • Treatment requirements for each compound or herbicidal component were calculated based upon the rates being tested, the concentration of active ingredient or acid equivalent in the formulation, an application volume of 2 mL per component
  • test compound 200 mL glass vial and was dissolved in a volume of 1.25% (v/v) Agri-Dex ® crop oil concentrate to obtain application solutions. If the test compound did not dissolve readily, the mixture was warmed and/or sonicated.
  • a weighed amount can be placed in an individual 100 to 200 mL glass vial and dissolved in a volume of acetone to obtain concentrated stock solutions. If the test compound does not dissolve readily, the mixture can be warmed and/or sonicated.
  • the concentrated stock solutions obtained can be diluted with an equivalent volume of an aqueous mixture containing 2.5% (v/v) crop oil concentrate so that the final application solutions contain 1.25% (v/v) crop oil concentrate.
  • Applications were made by injecting with a pipetter appropriate amounts of the application solutions, individually and sequentially, into the aqueous layer of the paddy. Control plants were treated in the same manner with the solvent blank. Applications were made so that all treated plant material received the same concentrations of acetone and crop oil concentrate.
  • the treated plants and control plants were placed in a greenhouse as described above and water was added as needed to maintain a paddy flood. After approximately 3 weeks the condition of the test plants as compared with that of the untreated plants was determined visually and scored on a scale of 0 to 100 percent where 0 corresponds to no injury or growth inhibition and 100 corresponds to complete kill.
  • A observed efficacy of active ingredient A at the same concentration as used in the mixture.
  • B observed efficacy of active ingredient B at the same concentration as used in the mixture.
  • Table 23 Synergistic Activity of In- Water Applications of Compound A Benzyl Ester and Cyhalofop-butyl Herbicidal Compositions on Weed Control in a Rice Cropping System.
  • Table 26 Synergistic Activity of In- Water Applications of Compound A Acid and Fenoxaprop-p-ethyl + Mefenpyr-diethyl Herbicidal Compositions on Control of Weeds Common to Rice Cropping Systems.
  • Table 30 Synergistic Activity of In- Water Applications of Compound A Acid and Metamifop Herbicidal Compositions on Weed Control in a Rice Cropping System.
  • Table 31 Synergistic Activity of In- Water Applications of Compound A Benzyl Ester and Metamifop Herbicidal Compositions on Weed Control in a Rice Cropping System.
  • Table 32 Synergistic Activity of In- Water Applications of Compound A Acid and Fluazifop- p-butyl Herbicidal Compositions on Control of Weeds Common to Rice Cropping Systems.
  • Table 36 Synergistic Activity of In- Water Applications of Compound A Acid and Profoxydim Herbicidal Compositions on Control of Weeds Common to Rice Cropping Systems.
  • Table 38 Synergistic Activity of In- Water Applications of Compound A Acid and Sethoxydim Herbicidal Compositions on Control of Weeds Common to Rice Cropping Systems.
  • gae/ha grams acid equivalent per hectare
  • gai/ha grams active ingredient per hectare
  • Seeds or nutlets of the desired test plant species were planted in a soil matrix prepared by mixing a loam or sandy loam soil (e.g., 28.6 percent silt, 18.8 percent clay, and 52.6 percent sand, with a pH of about 5.8 and an organic matter content of about 1.8 percent) and calcareous grit in an 80 to 20 ratio.
  • the soil matrix was contained in plastic pots with a surface area of 84.6 square centimeters (cm 2 ) and a volume of 560 cubic centimeters (cm 3 ). When required to ensure good germination and healthy plants, a fungicide treatment and/or other chemical or physical treatment was applied.
  • the plants were grown for 7-31 days (d) in a greenhouse with an approximate 15 hour (h) photoperiod which was maintained at about 23-29 °C during the day and 22-28 °C during the night.
  • Nutrients Pigters Excel ® 15-5-15 5- Ca 2-Mg
  • water were added on a regular basis and supplemental lighting was provided with overhead metal halide 1000-Watt lamps as necessary.
  • the plants were employed for testing when they reached the first, second, or third true leaf stage.
  • Treatment requirements were calculated based upon the rates being tested, the concentration of active ingredient or acid equivalent in the formulation, and a 12 mL application volume at a rate of 187 L/ha.
  • Treatments consisted of the acid or esters of 4-amino-3-chloro-5-fluoro-6-(4-chloro-2- fluoro-3-methoxy-phenyl)pyridine-2-carboxylic acid (Compound A), each formulated as an SC (suspension concentrate), and various herbicidal components alone and in combination. Forms of compound A were applied on an acid equivalent basis.
  • weighed amounts can be placed individually in 25 mL glass vials and dissolved in a volume of 97:3 v/v acetone/DMSO to obtain 12X stock solutions. If a test compound does not dissolve readily, the mixture can be warmed and/or sonicated.
  • Application solutions can be prepared by adding an appropriate amount of each stock solution (e.g., 1 mL) and diluted to the appropriate final concentrations with the addition of an appropriate amount of 1.5% (v/v) crop oil concentrate and an appropriate amount of water so that the final spray solutions contain 1.25% (v/v) crop oil concentrate.
  • the concentrated stock solutions can be added to the spray solutions so that the final acetone and DMSO concentrations of the application solutions are 16.2% and 0.5%, respectively.
  • weighed amounts of the technical materials can be placed individually in 25 mL glass vials and dissolved in a volume of 97:3 v/v acetone/DMSO to obtain 6X stock solutions, and measured amounts of the formulated compounds can be placed individually in 25 mL glass vials and diluted in a volume of 1.5% (v/v) crop oil concentrate or water to obtain 6X stock solutions. If a test compound does not dissolve readily, the mixture can be warmed and/or sonicated.
  • Application solutions can be prepared by adding an appropriate amount of each stock solution (e.g. , 2 mL) and diluted to the appropriate final concentrations with the addition of an appropriate amount of an aqueous mixture of 1.5% (v/v) crop oil concentrate so that the final spray solutions contained 1.25% (v/v) crop oil concentrate.
  • additional water and/or 97:3 v/v acetone/DMSO can be added to individual application solutions so that the final acetone and DMSO concentrations of the application solutions being compared are 16.2% and 0.5%, respectively.
  • Control plants were sprayed in the same manner with the solvent blank.
  • the treated plants and control plants were placed in a greenhouse as described above and watered by sub-irrigation to prevent wash-off of the test compounds.
  • test plants were determined visually and scored on a scale of 0 to 100 percent where 0 corresponds to no injury or growth inhibition and 100 corresponds to complete kill.
  • Table 40 Synergistic Activity of Foliar- Applied Compound A Acid and Quizalofop-p-ethyl Herbicidal Compositions on Control of Weeds Common to Row Crops Such as Corn and Soybean Cropping Systems.
  • gae/ha grams acid equivalent per hectare
  • gai/ha grams active ingredient per hectare
  • Seeds of the desired test plant species were planted in Sun Gro MetroMix® 306 planting mixture, which typically has a pH of 6.0 to 6.8 and an organic matter content of about 30 percent, in plastic pots with a surface area of 103.2 square centimeters (cm 2 ).
  • a fungicide treatment and/or other chemical or physical treatment was applied.
  • the plants were grown for 7-36 days in a greenhouse with an approximate 14 hour photoperiod which was maintained at about 18° C during the day and about 17° C during the night.
  • Nutrients and water were added on a regular basis and supplemental lighting was provided with overhead metal halide 1000- Watt lamps as necessary. The plants were employed for testing when they reached the second or third true leaf stage.
  • Treatments consisted of the benzyl ester of 4-amino-3-chloro-5-fluoro-6-(4-chloro-2- fluoro-3-methoxy-phenyl)pyridine-2-carboxylic acid (Compound A), formulated as an SC, a second cereal herbicide alone and then both in combination.
  • Compound A 4-amino-3-chloro-5-fluoro-6-(4-chloro-2- fluoro-3-methoxy-phenyl)pyridine-2-carboxylic acid
  • herbicidal components were applied on an active ingredient basis and included acetyl-CoA carboxylase (ACCase)-inhibiting herbicides clodinafop-propargyl, fenoxaprop-P- ethyl, pinoxaden and tralkoxydim.
  • ACCase acetyl-CoA carboxylase
  • Spray solutions of the second cereal herbicide and experimental compound mixtures were prepared by adding the stock solutions to the appropriate amount of dilution solution to form 12 mL spray solution with active ingredients in two- and three-way combinations.
  • Formulated compounds were applied to the plant material with an overhead Mandel track sprayer equipped with an 8002E nozzle calibrated to deliver 187 L/ha over an application area of 0.503 square meters (m 2 ) at a spray height of 18 inches (46 cm) above average plant canopy. Control plants were sprayed in the same manner with the solvent blank.
  • the treated plants and control plants were placed in a greenhouse as described above and watered by sub-irrigation to prevent wash-off of the test compounds. After 20-22 days, the condition of the test plants as compared with that of the control plants was determined visually and scored on a scale of 0 to 100 percent where 0 corresponds to no injury and 100 corresponds to complete kill.
  • gai/ha grams active ingredient per hectare
  • Trials sites were located in commercially grown fields of direct-seeded rice (Oryza sativa) using standard herbicide small plot research methodology. Plots varied from 2 to 3 meter (m) x 5 to 8 m (width x length) with 4 replicates per treatment.
  • the rice crop was grown using normal cultural practices for fertilization, seeding, watering, flooding and maintenance to ensure good growth of the crop and the weeds.
  • weed spectrum included, but was not limited to, rice flatsedge (Cyperus iria, CYPIR); smallflower umbrellaplant (Cyperus difformis, CYPDI), junglerice (Echinochloa colona, ECHCO), barnyardgrass (Echinochloa crus-galli, ECHCG); multiple Echinochloa species in the same field (ECHSS), grasslike fimbristylis (Fimbristylis miliacea, FIMMI); ricefield bulrush (Schoenoplectus mucronatus, SCPMU and hemp Sesbania (Sesbania exaltata, SEBEX). All synergistic interactions were significant at the P>0.01 level.
  • Table 48 Synergistic Activity of Foliar- Applied Compound A Benzyl Ester and Cyhalofop- butyl Herbicidal Compositions on Weed Control in a Rice Cropping System when evaluated 55 to 58 DAA (Days After Application) in Greece (CYPDI and ECHCG) and Italy (ECHSS and SCPMU). Visual Weed Control (%) - 55-58 DAA
  • Seeds or nutlets of the desired test plant species were planted in a soil matrix prepared by mixing a sandy loam or loam soil (e.g., 32 percent silt, 23 percent clay, and 45 percent sand, with a pH of about 6.5 and an organic matter content of about 1.9 percent) and calcareous grit in an 80 to 20 ratio.
  • the soil matrix was contained in plastic pots with a volume of 1 quart and a surface area of 83.6 square centimeters (cm 2 ). When required to ensure good germination and healthy plants, a fungicide treatment and/or other chemical or physical treatment was applied.
  • the plants were grown for 8-22 days in a greenhouse with an approximate 14 hr photoperiod which was maintained at about 29° C during the day and 26° C during the night.
  • Nutrients Pigters Excel ® 15-5-15 5-Ca 2-Mg and iron chelate were applied in the irrigation solution as needed and water was added on a regular basis.
  • Supplemental lighting was provided with overhead metal halide 1000- Watt lamps as necessary. The plants were employed for testing when they reached the first through fourth true leaf stage.
  • Treatments consisted of the benzyl ester of 4-amino-3-chloro-5-fluoro-6-(4-chloro-2- fluoro-3-methoxy-phenyl)pyridine-2-carboxylic acid (Compound A), formulated as an SC (suspension concentrate), an ACCase inhibitor, and a third herbicidal component, each applied alone and in ternary combination.
  • SC suspension concentrate
  • ACCase inhibitor a third herbicidal component
  • the ACCase inhibitor component was applied on an active ingredient basis and included cyhalofop-R-butyl formulated as Clincher ® SF, fenoxaprop-p-ethyl formulated as RiceStar ® HT, and profoxydim formulated as Aura ® 20EC.
  • herbicidal components were applied on an active ingredient or acid equivalent basis depending on the compound and included penoxsulam formulated as Grasp ® SC, bentazon sodium formulated as Basagran ® , triclopyr trimethylammonium (TEA) salt formulated as Grandstand ® R, bispyribac sodium formulated as Regiment ® 80 WP, imazamox ammonium formulated as Beyond ® , benzobicyclon, quinclorac formulated as Facet ® 75DF, glyphosate dimethylammonium (DMA) salt formulated as Durango ® DMA, glufosinate ammonium formulated as Ignite ® 280, fentrazamide formulated as an emsulsifiable concentrate (EC), propyrisulfuron formulated as Zeta One ® , and indanofan (technical grade material).
  • penoxsulam formulated as Grasp ® SC
  • bentazon sodium formulated as Basagran ®
  • Treatment requirements were calculated based upon the rates being tested, the concentration of active ingredient or acid equivalent in the formulation, and a 12 mL application volume at a rate of 187 L/ha.
  • weighed amounts of the technical materials were placed individually in 25 mL glass vials and dissolved in a volume of 97:3 v/v acetone/DMSO to obtain 12X stock solutions, and measured amounts of the formulated compounds were placed individually in 25 mL glass vials and diluted in a volume of 1.5% (v/v) crop oil concentrate to obtain 12X stock solutions. If a test compound does not dissolve readily, the mixture was warmed and/or sonicated.
  • Application solutions were prepared by adding an appropriate amount of each stock solution (e.g., 1 mL) and diluted to the appropriate final concentrations with the addition of an appropriate amount of an aqueous mixture of 1.5% (v/v) crop oil concentrate so that the final spray solutions contained 1.25% (v/v) crop oil concentrate.
  • additional water and/or 97:3 v/v acetone/DMSO was added to individual application solutions so that the final acetone and DMSO concentrations of the application solutions being compared were 8.1% and 0.25%, respectively.
  • Spray solutions were applied to the plant material with an overhead Mandel track sprayer equipped with a 8002E nozzles calibrated to deliver 187 L/ha over an application area of 0.503 m 2 at a spray height of 18 inches (46 cm) above average plant canopy height. Control plants were sprayed in the same manner with the solvent blank.
  • the treated plants and control plants were placed in a greenhouse as described above and watered by sub-irrigation to prevent wash-off of the test compounds.
  • test plants were determined visually and scored on a scale of 0 to 100 percent where 0 corresponds to no injury or growth inhibition and 100 corresponds to complete kill.
  • DMA Dimethylammonium
  • gae/ha grams acid equivalent per hectare
  • gai/ha ⁇ jrams active ingredient per hectare
  • mud puddled soil
  • mud puddled soil
  • the prepared mud was dispensed in 365 mL aliquots into 16-ounce (oz.) non-perforated plastic pots with a surface area of 86.59 square centimeters (cm 2 ) leaving a headspace of 3 centimeters (cm) in each pot.
  • Mud was allowed to dry overnight prior to planting or transplanting.
  • Gro MetroMix® 306 planting mixture which typically has a pH of 6.0 to 6.8 and an organic matter content of about 30 percent, in plastic plug trays. Seedlings at the second or third leaf stage of growth were transplanted into 860 mL of mud contained in 32-oz. non-perforated plastic pots with a surface area of 86.59 cm 2 4 days prior to herbicide application. The paddy was created by filling the headspace of the pots with 2.5 to 3 cm of water. When required to ensure good germination and healthy plants, a fungicide treatment and/or other chemical or physical treatment was applied. The plants were grown for 4-22 days in a greenhouse with an approximate 14 hr photoperiod which was maintained at about 29 C during the day and 26°C during the night.
  • Nutrients were added as Osmocote ® (19:6: 12, N:P:K + minor nutrients) at 2 g per 16-oz. pot and 4 g per 32-oz. pot. Water was added on a regular basis to maintain the paddy flood, and supplemental lighting was provided with overhead metal halide 1000-Watt lamps as necessary. The plants were employed for testing when they reached the first through fourth true leaf stage.
  • Treatments consisted of the benzyl ester of 4-amino-3-chloro-5-fluoro-6-(4-chloro-2- fluoro-3-methoxy-phenyl)pyridine-2-carboxylic acid (Compound A), formulated as an SC (suspension concentrate), an ACCase inhibitor herbicide, and a third herbicidal component, each applied alone and in ternary combination.
  • SC suspension concentrate
  • ACCase inhibitor herbicide formulated as an ACCase inhibitor herbicide
  • a third herbicidal component each applied alone and in ternary combination.
  • the ACCase inhibitor component was applied on an active ingredient basis and included cyhalofop-R-butyl formulated as Clincher ® G and metamifop formulated as Metamifop EC.
  • Other herbicidal components were applied on an active ingredient or acid equivalent basis depending on the compound and included penoxsulam formulated as Grasp ® SC, bentazon sodium formulated as Basagran ® , triclopyr trimethylammonium (TEA) salt formulated as Grandstand ® R, benzobicyclon formulated as Benzobicyclon, benfuresate formulated as Full Slot ® WG, pyraclonil formulated as Pyraclon ® Flowable, mefenacet (technical grade material), and pretilachlor (technical grade material).
  • Treatment requirements for each compound or herbicidal component were calculated based upon the rates being tested, the concentration of active ingredient or acid equivalent in the formulation, an application volume of 1 mL per component per pot, and an application area of 86.59 cm 2 per pot.
  • test compound 200 mL glass vial and was dissolved in a volume of 1.25% (v/v) Agri-Dex ® crop oil concentrate to obtain application solutions. If the test compound did not dissolve readily, the mixture was warmed and/or sonicated.
  • a weighed amount was placed in an individual 100 to 200 mL glass vial and was dissolved in a volume of acetone to obtain concentrated stock solutions. If the test compound did not dissolve readily, the mixture was warmed and/or sonicated. The concentrated stock solutions obtained were diluted with an equivalent volume of an aqueous mixture containing 2.5% (v/v) oil concentrate so that the final application solutions contained 1.25% (v/v) crop oil concentrate.
  • Applications were made by injecting with a pipetter appropriate amounts of the application solutions, into the aqueous layer of the paddy. Control plants were treated in the same manner with the solvent blank. Applications were made so that all treated plant material received the same concentrations of acetone and crop oil concentrate.
  • the treated plants and control plants were placed in a greenhouse as described above and water was added as needed to maintain a paddy flood. After approximately 3 weeks the condition of the test plants as compared with that of the untreated plants was determined visually and scored on a scale of 0 to 100 percent where 0 corresponds to no injury or growth inhibition and 100 corresponds to complete kill.
  • Table 65 Synergistic Activity of In- Water Applications of Compound A Benzyl Ester, Cyhalofop-butyl, and Triclopyr Trimethylammonium (TEA) Salt Ternary Herbicidal Compositions on Weed Control in a Rice Cropping System.
  • TAA Triclopyr Trimethylammonium

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PCT/US2013/051320 2012-07-24 2013-07-19 Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid WO2014018407A1 (en)

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CA2879970A CA2879970A1 (en) 2012-07-24 2013-07-19 Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid or a derivative thereof and acetyl-coa carboxylase (accase) inhibitors
EP13823157.6A EP2877017B1 (en) 2012-07-24 2013-07-19 Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid
US14/416,414 US9232796B2 (en) 2012-07-24 2013-07-19 Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and acetyl-CoA carboxylase (ACCase) inhibitors
ES13823157T ES2717034T3 (es) 2012-07-24 2013-07-19 Composiciones herbicidas que comprenden ácido 4-amino-3-cloro-5-fluoro-6-(4-cloro-2-fluoro-3-metoxifenil)piridin-2-carboxílico
MX2015001153A MX2015001153A (es) 2012-07-24 2013-07-19 Composiciones herbicidas que comprenden acido 4-amino-3-cloro-5-fluoro-6- (4-cloro-2-fluoro-3-metoxifenil) piridina-2-carboxilico.
HK15111199.9A HK1210385A1 (en) 2012-07-24 2013-07-19 Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid
IN1375DEN2015 IN2015DN01375A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) 2012-07-24 2013-07-19
KR1020157004584A KR102104869B1 (ko) 2012-07-24 2013-07-19 4-아미노-3-클로로-5-플루오로-6-(4-클로로-2-플루오로-3-메톡시페닐)피리딘-2-카르복실산을 포함하는 제초 조성물
UAA201501507A UA114917C2 (uk) 2012-07-24 2013-07-19 ГЕРБІЦИДНІ КОМПОЗИЦІЇ, ЯКІ МІСТЯТЬ 4-АМІНО-3-ХЛОР-5-ФТОР-6-(4-ХЛОР-2-ФТОР-3-МЕТОКСИФЕНІЛ)ПІРИДИН-2-КАРБОНОВУ КИСЛОТУ АБО ЇЇ ПОХІДНІ І ІНГІБІТОР АЦЕТИЛ-CoA-КАРБОКСИЛАЗИ (ACCase)
PL13823157T PL2877017T3 (pl) 2012-07-24 2013-07-19 Kompozycje chwastobójcze zawierające kwas 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-metoksyfenylo)pirydyno-2-karboksylowy
SG11201500535SA SG11201500535SA (en) 2012-07-24 2013-07-19 Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid
AU2013293254A AU2013293254B2 (en) 2012-07-24 2013-07-19 Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid
MYPI2015700188A MY182424A (en) 2012-07-24 2013-07-19 Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and acetyl-coa carboxylase (accase) inhibitors
JP2015524350A JP6255399B2 (ja) 2012-07-24 2013-07-19 4−アミノ−3−クロロ−5−フルオロ−6−(4−クロロ−2−フルオロ−3−メトキシフェニル)ピリジン−2−カルボン酸を含む除草組成物
CN201380049466.4A CN104661524B (zh) 2012-07-24 2013-07-19 包含4-氨基-3-氯-5-氟-6-(4-氯-2-氟-3-甲氧基苯基)吡啶-2-甲酸的除草组合物
RU2015105995A RU2632491C2 (ru) 2012-07-24 2013-07-19 ГЕРБИЦИДНЫЕ КОМПОЗИЦИИ, СОДЕРЖАЩИЕ 4-АМИНО-3-ХЛОР-5-ФТОР-6-(4-ХЛОР-2-ФТОР-3-МЕТОКСИФЕНИЛ)ПИРИДИН-2-КАРБОНОВУЮ КИСЛОТУ ИЛИ ЕЕ ПРОИЗВОДНЫЕ И ИНГИБИТОР АЦЕТИЛ-СОА КАРБОКСИЛАЗЫ(ACCase)
SA115360515A SA115360515B1 (ar) 2012-07-24 2013-07-24 تركيبات مبيدة للأعشاب تشتمل على المركب 4- أمينو-3- كلورو-5- فلورو-6-(4- كلورو-2- فلورو-3- ميثوكسى فنيل) بيريدين-2- حمض كربوكسيلك أو مشتق منه ومثبطات آسيتيل-CoA كربوكسيلاز (ACCASE)
IL236850A IL236850B (en) 2012-07-24 2015-01-22 Herbicidal preparations containing 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid or its derivative and acetyl coenzyme a carboxylase (accase) inhibitors
PH12015500151A PH12015500151B1 (en) 2012-07-24 2015-01-23 HERBICIDAL COMPOSITIONS COMPRISING 4-AMINO-3-CHLORO-5-FLUORO-6-(4-CHLORO-2-FLUORO-3-METHOXYPHENYL) PYRIDINE-2-CARBOXYLIC ACID OR A DERIVATIVE THEREOF AND ACETYL CoA CARBOXYLASE (ACCASE) INHIBITORS
ZA2015/01138A ZA201501138B (en) 2012-07-24 2015-02-19 Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid
FR22C1012C FR22C1012I2 (fr) 2012-07-24 2022-03-18 Compositions herbicides contenant de l'acide 4-amino -3-chloro -5-fluoro -6- (4-chloro -2-fluoro -3-méthoxyphényl) pyridine -2-carboxylique

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CN115735930A (zh) * 2022-12-28 2023-03-07 安徽众邦生物工程有限公司 一种含氯氟吡啶酯、五氟磺草胺和异恶草松的除草组合物
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EP2580963A1 (en) 2007-08-27 2013-04-17 Dow AgroSciences LLC Synergistic herbicidal composition containing certain pyridine or pyrimidine carboxylic acids and certain cereal and rice herbicides
US9303270B2 (en) 2011-07-22 2016-04-05 Ricetec Aktiengesellschaft Rice resistant to HPPD and accase inhibiting herbicides
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US8889591B2 (en) 2012-07-24 2014-11-18 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid or a derivative thereof and bromobutide, daimuron, oxaziclomefone or pyributicarb
US8901035B2 (en) 2012-07-24 2014-12-02 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and cellulose biosynthesis inhibitor herbicides
US8883682B2 (en) 2012-07-24 2014-11-11 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid or a derivative thereof and auxin transport inhibitors
US8791048B2 (en) * 2012-07-24 2014-07-29 Dow Agrosciences Llc Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and clomazone
US8871681B2 (en) * 2012-07-24 2014-10-28 Dow Agrosciences Llc Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and certain sulfonylureas
US8846570B2 (en) 2012-07-24 2014-09-30 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid or a derivative thereof and microtubule inhibiting herbicides
US8906825B2 (en) 2012-07-24 2014-12-09 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and triazolopyrimidine sulfonamides
US8906826B2 (en) 2012-07-24 2014-12-09 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and imidazolinones
US8841233B2 (en) * 2012-07-24 2014-09-23 Dow Agrosciences Llc Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and 4-hydroxyphenyl-pyruvate dioxygenase (HPPD) inhibitors
US8895470B2 (en) 2012-07-24 2014-11-25 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and glyphosate or glufosinate
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WO2017009061A1 (en) 2015-07-10 2017-01-19 BASF Agro B.V. Herbicidal composition comprising cinmethylin and saflufenacil
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US11219215B2 (en) 2015-07-10 2022-01-11 BASF Agro B.V. Herbicidal composition comprising cinmethylin and specific inhibitors of protoporphyrinogen oxidase
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US11219212B2 (en) 2015-07-10 2022-01-11 BASF Agro B.V. Herbicidal composition comprising cinmethylin and imazamox
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JP6783575B2 (ja) * 2016-07-27 2020-11-11 協友アグリ株式会社 除草剤組成物
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US11576381B2 (en) 2019-02-25 2023-02-14 Albaugh, Llc Composition and a method of using the composition to increase wheat yield
GB202004460D0 (en) 2020-03-27 2020-05-13 Upl Corporation Ltd Herbical composition
CN112471154A (zh) * 2020-12-14 2021-03-12 安徽喜田生物科技有限公司 一种包含环苯草酮和氯氟吡啶酯的除草组合物
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CN113575593A (zh) * 2021-09-06 2021-11-02 安徽沙隆达生物科技有限公司 一种包含氯氟吡啶酯和噁唑酰草胺复配制剂及其应用
CA3231534A1 (en) * 2021-09-08 2023-03-16 Bayer Cropscience Lp Herbicidal compositions comprising fluazifop, triclopyr and diquat

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009029518A2 (en) * 2007-08-27 2009-03-05 Dow Agrosciences Llc Synergistic herbicidal composition containing certain pyridine or pyrimidine carboxylic acids and certain cereal and rice herbicides
US20100137137A1 (en) * 2008-11-29 2010-06-03 Bayer Cropscience Ag Herbicide/safener combination
US20120115727A1 (en) * 2010-11-05 2012-05-10 Dow Agrosciences Llc Control of phenoxyalkanoic acid herbicide-resistant weeds with 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid and its salts or esters

Family Cites Families (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AR055128A1 (es) * 2005-08-24 2007-08-08 Du Pont Metodos y composiciones para la expresion de un polinucleotido de interes
US7314849B2 (en) * 2006-01-13 2008-01-01 Dow Agrosciences Llc 6-(poly-substituted aryl)-4-aminopicolinates and their use as herbicides
WO2011043876A1 (en) * 2009-10-07 2011-04-14 Dow Agrosciences Llc Synergistic fungicidal composition containing 5-fluorocytosine for fungal control in cereals
ES2460716T3 (es) * 2010-02-19 2014-05-14 Dow Agrosciences Llc Composición sinérgica de herbicida/fungicida que contiene ácido 4-amino-3-cloro-6-(4-cloro-2-fluoro-3-metoxifenil)piridina-2-carboxílico y un fungicida
TWI596088B (zh) * 2011-01-25 2017-08-21 陶氏農業科學公司 4-胺基-6-(經取代的苯基)吡啶甲酸酯及6-胺基-2-(經取代的苯基)-4-嘧啶羧酸酯之芳烷酯以及其等作為除草劑之用途
BR102012027933A2 (pt) * 2011-11-01 2015-11-17 Dow Agrosciences Llc composições pesticidas estáveis
US8809232B2 (en) * 2012-07-24 2014-08-19 Dow Agroscience Llc Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and halosulfuron, pyrazosulfuron and esprocarb
US8916499B2 (en) * 2012-07-24 2014-12-23 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and a protoporphyrinogen oxidase inhibitor
US8901035B2 (en) * 2012-07-24 2014-12-02 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and cellulose biosynthesis inhibitor herbicides
US8871680B2 (en) * 2012-07-24 2014-10-28 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and a di-methoxy-pyrimidine and derivatives thereof
US8912120B2 (en) * 2012-07-24 2014-12-16 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and synthetic auxin herbicides
US8906826B2 (en) * 2012-07-24 2014-12-09 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and imidazolinones
US8895470B2 (en) * 2012-07-24 2014-11-25 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and glyphosate or glufosinate
US8912121B2 (en) * 2012-07-24 2014-12-16 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid or a derivative thereof and certain PS II inhibitors
US9644469B2 (en) * 2012-07-24 2017-05-09 Dow Agrosciences Llc Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and VLCFA and lipid synthesis inhibiting herbicides
US8889591B2 (en) * 2012-07-24 2014-11-18 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid or a derivative thereof and bromobutide, daimuron, oxaziclomefone or pyributicarb
US8906825B2 (en) * 2012-07-24 2014-12-09 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and triazolopyrimidine sulfonamides
US8846570B2 (en) * 2012-07-24 2014-09-30 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid or a derivative thereof and microtubule inhibiting herbicides
US8841233B2 (en) * 2012-07-24 2014-09-23 Dow Agrosciences Llc Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and 4-hydroxyphenyl-pyruvate dioxygenase (HPPD) inhibitors
US8871681B2 (en) * 2012-07-24 2014-10-28 Dow Agrosciences Llc Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and certain sulfonylureas
US8883682B2 (en) * 2012-07-24 2014-11-11 Dow Agrosciences, Llc. Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid or a derivative thereof and auxin transport inhibitors
US8791048B2 (en) * 2012-07-24 2014-07-29 Dow Agrosciences Llc Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and clomazone

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009029518A2 (en) * 2007-08-27 2009-03-05 Dow Agrosciences Llc Synergistic herbicidal composition containing certain pyridine or pyrimidine carboxylic acids and certain cereal and rice herbicides
US20100137137A1 (en) * 2008-11-29 2010-06-03 Bayer Cropscience Ag Herbicide/safener combination
US20120115727A1 (en) * 2010-11-05 2012-05-10 Dow Agrosciences Llc Control of phenoxyalkanoic acid herbicide-resistant weeds with 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid and its salts or esters

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP2877017A4 *

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2877020B1 (en) * 2012-07-24 2019-01-30 Dow AgroSciences LLC Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid
EP2877020A4 (en) * 2012-07-24 2016-02-17 Dow Agrosciences Llc HERBICIDAL COMPOSITIONS WITH 4-AMINO-3-CHLORO-5-FLUORO-6- (4-CHLORO-2-FLUOR-3-METHOXYPHENYL-) PYRIDINE-2-CARBOXYLIC ACID
CN104381286A (zh) * 2014-12-16 2015-03-04 北京燕化永乐生物科技股份有限公司 一种除草组合物
CN104585187B (zh) * 2014-12-22 2017-12-12 广东中迅农科股份有限公司 含有氟氯吡啶酯和唑草酮以及唑啉草酯的除草组合物
CN104585187A (zh) * 2014-12-22 2015-05-06 广东中迅农科股份有限公司 含有氟氯吡啶酯和唑草酮以及唑啉草酯的除草组合物
US12310364B2 (en) 2018-11-06 2025-05-27 Corteva Agriscience Llc Safened compositions comprising pyridine carboxylate herbicides and cloquintocet
US12376590B2 (en) 2018-11-06 2025-08-05 Corteva Agriscience Llc Compositions comprising pyridine carboxylate herbicides and azole carboxylate safeners
US12029217B2 (en) 2018-11-06 2024-07-09 Corteva Agriscience Llc Safened compositions comprising pyridine carboxylate herbicides and isoxadifen
US12285012B2 (en) 2018-11-07 2025-04-29 Corteva Agriscience Llc Compositions comprising pyridine carboxylate herbicides with acetolactate synthase (ALS) inhibitor herbicides
US12295367B2 (en) 2018-11-07 2025-05-13 Corteva Agriscience Llc Compositions comprising pyridine carboxylate herbicides with photosystem II and optional HPPD inhibitor herbicides
WO2022091084A1 (en) 2020-10-26 2022-05-05 Adama Agan Ltd. Herbicidal combinations
CN116634870A (zh) * 2020-10-26 2023-08-22 安道麦阿甘有限公司 除草结合物
WO2023114652A1 (en) * 2021-12-16 2023-06-22 Corteva Agriscience Llc Method of applying a composition comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof
CN115735930A (zh) * 2022-12-28 2023-03-07 安徽众邦生物工程有限公司 一种含氯氟吡啶酯、五氟磺草胺和异恶草松的除草组合物
CN115735930B (zh) * 2022-12-28 2024-01-30 安徽众邦生物工程有限公司 一种含氯氟吡啶酯、五氟磺草胺和异恶草松的除草组合物

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