UA79268C2 - Substituted aryl ketones and herbicide agent based thereon - Google Patents

Info

Publication number

UA79268C2

UA79268C2 UA20040907597A UA20040907597A UA79268C2 UA 79268 C2 UA79268 C2 UA 79268C2 UA 20040907597 A UA20040907597 A UA 20040907597A UA 20040907597 A UA20040907597 A UA 20040907597A UA 79268 C2 UA79268 C2 UA 79268C2

Authority

UA

Ukraine

Prior art keywords

methyl

substituted

ethyl

formula

necessary

Prior art date

2002-02-19

Links

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• -1 Substituted aryl ketones Chemical class 0.000 title claims abstract description 212
• 239000004009 herbicide Substances 0.000 title claims description 10
• 150000001875 compounds Chemical class 0.000 claims abstract description 45
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 46
• 239000000460 chlorine Chemical group 0.000 claims description 46
• 229910052801 chlorine Chemical group 0.000 claims description 46
• 239000013543 active substance Substances 0.000 claims description 41
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 35
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 32
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 27
• 125000004432 carbon atom Chemical group C* 0.000 claims description 26
• 229910052736 halogen Inorganic materials 0.000 claims description 26
• 150000002367 halogens Chemical group 0.000 claims description 26
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 25
• 229910052794 bromium Inorganic materials 0.000 claims description 25
• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 24
• 239000011737 fluorine Substances 0.000 claims description 23
• 229910052731 fluorine Inorganic materials 0.000 claims description 23
• 125000001153 fluoro group Chemical group F* 0.000 claims description 20
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 19
• 239000001257 hydrogen Substances 0.000 claims description 19
• 229910052739 hydrogen Inorganic materials 0.000 claims description 19
• 125000000217 alkyl group Chemical group 0.000 claims description 14
• 150000002431 hydrogen Chemical class 0.000 claims description 14
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 14
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 11
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 9
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
• 125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims description 5
• 125000005133 alkynyloxy group Chemical group 0.000 claims description 5
• 230000002363 herbicidal effect Effects 0.000 claims description 5
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 4
• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 3
• 125000005085 alkoxycarbonylalkoxy group Chemical group 0.000 claims description 2
• TURAMGVWNUTQKH-UHFFFAOYSA-N propa-1,2-dien-1-one Chemical group C=C=C=O TURAMGVWNUTQKH-UHFFFAOYSA-N 0.000 claims description 2
• OCOMTTHSJBIAMZ-UHFFFAOYSA-N benzyl hypobromite Chemical group BrOCC1=CC=CC=C1 OCOMTTHSJBIAMZ-UHFFFAOYSA-N 0.000 claims 1
• 238000012876 topography Methods 0.000 claims 1
• 238000004519 manufacturing process Methods 0.000 abstract description 4
• 239000013067 intermediate product Substances 0.000 abstract description 2
• 241000196324 Embryophyta Species 0.000 description 89
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 25
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 24
• CPPKAGUPTKIMNP-UHFFFAOYSA-N cyanogen fluoride Chemical compound FC#N CPPKAGUPTKIMNP-UHFFFAOYSA-N 0.000 description 22
• 239000000203 mixture Substances 0.000 description 21
• 238000000034 method Methods 0.000 description 18
• 239000000126 substance Substances 0.000 description 18
• 125000004093 cyano group Chemical group *C#N 0.000 description 16
• 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 16
• 240000008042 Zea mays Species 0.000 description 14
• 235000002017 Zea mays subsp mays Nutrition 0.000 description 14
• 239000011734 sodium Substances 0.000 description 13
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
• 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 12
• 235000005822 corn Nutrition 0.000 description 12
• 125000006125 ethylsulfonyl group Chemical group 0.000 description 12
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 12
• 229910052708 sodium Inorganic materials 0.000 description 12
• 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 description 10
• 239000000047 product Substances 0.000 description 10
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
• 229920000742 Cotton Polymers 0.000 description 9
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
• 241000219146 Gossypium Species 0.000 description 9
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
• ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 9
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 9
• 108090000623 proteins and genes Proteins 0.000 description 9
• 235000010469 Glycine max Nutrition 0.000 description 8
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
• 125000004414 alkyl thio group Chemical group 0.000 description 8
• 125000003118 aryl group Chemical group 0.000 description 8
• 239000003085 diluting agent Substances 0.000 description 8
• 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 8
• HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
• 239000002689 soil Substances 0.000 description 8
• 239000002904 solvent Substances 0.000 description 8
• 244000068988 Glycine max Species 0.000 description 7
• DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 7
• 230000000694 effects Effects 0.000 description 7
• 239000003995 emulsifying agent Substances 0.000 description 7
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
• ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 6
• 230000009471 action Effects 0.000 description 6
• 125000003545 alkoxy group Chemical group 0.000 description 6
• 125000004644 alkyl sulfinyl group Chemical group 0.000 description 6
• 125000004390 alkyl sulfonyl group Chemical group 0.000 description 6
• 150000001735 carboxylic acids Chemical class 0.000 description 6
• 125000000753 cycloalkyl group Chemical group 0.000 description 6
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 6
• 150000002148 esters Chemical class 0.000 description 6
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
• 229910052757 nitrogen Inorganic materials 0.000 description 6
• 229910052700 potassium Inorganic materials 0.000 description 6
• 238000002360 preparation method Methods 0.000 description 6
• 238000012545 processing Methods 0.000 description 6
• 230000009261 transgenic effect Effects 0.000 description 6
• ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 5
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 5
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 5
• 125000005196 alkyl carbonyloxy group Chemical group 0.000 description 5
• 239000007864 aqueous solution Substances 0.000 description 5
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 5
• 230000006378 damage Effects 0.000 description 5
• ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 5
• 239000008187 granular material Substances 0.000 description 5
• 238000005507 spraying Methods 0.000 description 5
• 125000000547 substituted alkyl group Chemical group 0.000 description 5
• IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
• 235000002595 Solanum tuberosum Nutrition 0.000 description 4
• 244000061456 Solanum tuberosum Species 0.000 description 4
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
• 125000003302 alkenyloxy group Chemical group 0.000 description 4
• 125000005195 alkyl amino carbonyloxy group Chemical group 0.000 description 4
• 125000000304 alkynyl group Chemical group 0.000 description 4
• 125000003710 aryl alkyl group Chemical group 0.000 description 4
• 125000005199 aryl carbonyloxy group Chemical group 0.000 description 4
• 125000005279 aryl sulfonyloxy group Chemical group 0.000 description 4
• 229910052799 carbon Inorganic materials 0.000 description 4
• 238000006243 chemical reaction Methods 0.000 description 4
• 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 4
• 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 description 4
• 235000013399 edible fruits Nutrition 0.000 description 4
• 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 4
• 239000000706 filtrate Substances 0.000 description 4
• 238000003306 harvesting Methods 0.000 description 4
• 238000002844 melting Methods 0.000 description 4
• 230000008018 melting Effects 0.000 description 4
• 239000003208 petroleum Substances 0.000 description 4
• 235000012015 potatoes Nutrition 0.000 description 4
• 239000000843 powder Substances 0.000 description 4
• LJSSKPIWMOAZGR-UHFFFAOYSA-N 2-(methylsulfonylmethyl)-4-(trifluoromethyl)benzoic acid Chemical compound CS(=O)(=O)CC1=CC(C(F)(F)F)=CC=C1C(O)=O LJSSKPIWMOAZGR-UHFFFAOYSA-N 0.000 description 3
• IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 3
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
• QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 3
• MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
• WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 3
• 240000006394 Sorghum bicolor Species 0.000 description 3
• 235000021307 Triticum Nutrition 0.000 description 3
• 244000098338 Triticum aestivum Species 0.000 description 3
• 239000002253 acid Substances 0.000 description 3
• 125000002102 aryl alkyloxo group Chemical group 0.000 description 3
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
• 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 3
• 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 3
• 239000000969 carrier Substances 0.000 description 3
• 239000003795 chemical substances by application Substances 0.000 description 3
• 239000012141 concentrate Substances 0.000 description 3
• 238000007796 conventional method Methods 0.000 description 3
• 125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 description 3
• 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 3
• 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 description 3
• 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 description 3
• 239000000839 emulsion Substances 0.000 description 3
• 230000012010 growth Effects 0.000 description 3
• 125000002883 imidazolyl group Chemical group 0.000 description 3
• 230000003993 interaction Effects 0.000 description 3
• 229910052740 iodine Inorganic materials 0.000 description 3
• 125000006431 methyl cyclopropyl group Chemical group 0.000 description 3
• 150000004702 methyl esters Chemical class 0.000 description 3
• 238000002156 mixing Methods 0.000 description 3
• 235000016709 nutrition Nutrition 0.000 description 3
• 239000001301 oxygen Substances 0.000 description 3
• 229910052760 oxygen Inorganic materials 0.000 description 3
• BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 3
• 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 3
• 230000001681 protective effect Effects 0.000 description 3
• 102000004169 proteins and genes Human genes 0.000 description 3
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
• CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
• 239000007787 solid Substances 0.000 description 3
• 239000000243 solution Substances 0.000 description 3
• 239000007858 starting material Substances 0.000 description 3
• 238000003756 stirring Methods 0.000 description 3
• 239000000725 suspension Substances 0.000 description 3
• PAQZWJGSJMLPMG-UHFFFAOYSA-N 2,4,6-tripropyl-1,3,5,2$l^{5},4$l^{5},6$l^{5}-trioxatriphosphinane 2,4,6-trioxide Chemical compound CCCP1(=O)OP(=O)(CCC)OP(=O)(CCC)O1 PAQZWJGSJMLPMG-UHFFFAOYSA-N 0.000 description 2
• WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 description 2
• HWWYDZCSSYKIAD-UHFFFAOYSA-N 3,5-dimethylpyridine Chemical compound CC1=CN=CC(C)=C1 HWWYDZCSSYKIAD-UHFFFAOYSA-N 0.000 description 2
• VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
• 240000001592 Amaranthus caudatus Species 0.000 description 2
• 235000009328 Amaranthus caudatus Nutrition 0.000 description 2
• 244000075850 Avena orientalis Species 0.000 description 2
• 235000007319 Avena orientalis Nutrition 0.000 description 2
• 241000894006 Bacteria Species 0.000 description 2
• 240000002791 Brassica napus Species 0.000 description 2
• 235000004977 Brassica sinapistrum Nutrition 0.000 description 2
• FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
• VEOJLHAVVRZQBD-UHFFFAOYSA-N CCN1N=CC(C(=O)C=2C(=CC(=CC=2)C(F)(F)F)CS(C)(=O)=O)=C1O Chemical compound CCN1N=CC(C(=O)C=2C(=CC(=CC=2)C(F)(F)F)CS(C)(=O)=O)=C1O VEOJLHAVVRZQBD-UHFFFAOYSA-N 0.000 description 2
• 235000005881 Calendula officinalis Nutrition 0.000 description 2
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
• 241000132536 Cirsium Species 0.000 description 2
• XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
• RXCPQSJAVKGONC-UHFFFAOYSA-N Flumetsulam Chemical compound N1=C2N=C(C)C=CN2N=C1S(=O)(=O)NC1=C(F)C=CC=C1F RXCPQSJAVKGONC-UHFFFAOYSA-N 0.000 description 2
• 239000005562 Glyphosate Substances 0.000 description 2
• 241000238631 Hexapoda Species 0.000 description 2
• UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
• 206010023126 Jaundice Diseases 0.000 description 2
• 241001465754 Metazoa Species 0.000 description 2
• NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
• UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
• 240000005561 Musa balbisiana Species 0.000 description 2
• LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
• 235000002637 Nicotiana tabacum Nutrition 0.000 description 2
• 244000061176 Nicotiana tabacum Species 0.000 description 2
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• 240000007594 Oryza sativa Species 0.000 description 2
• 235000007164 Oryza sativa Nutrition 0.000 description 2
• NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
• 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
• PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
• 235000011684 Sorghum saccharatum Nutrition 0.000 description 2
• 244000062793 Sorghum vulgare Species 0.000 description 2
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• 241000700605 Viruses Species 0.000 description 2
• 241000607479 Yersinia pestis Species 0.000 description 2
• 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 2
• 239000000654 additive Substances 0.000 description 2
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• 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
• 239000003513 alkali Substances 0.000 description 2
• 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
• 125000003342 alkenyl group Chemical group 0.000 description 2
• 125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
• 125000003282 alkyl amino group Chemical group 0.000 description 2
• 125000002947 alkylene group Chemical group 0.000 description 2
• 150000001408 amides Chemical class 0.000 description 2
• 125000005140 aralkylsulfonyl group Chemical group 0.000 description 2
• 150000001491 aromatic compounds Chemical class 0.000 description 2
• 125000004659 aryl alkyl thio group Chemical group 0.000 description 2
• 125000005135 aryl sulfinyl group Chemical group 0.000 description 2
• 125000004391 aryl sulfonyl group Chemical group 0.000 description 2
• 125000005110 aryl thio group Chemical group 0.000 description 2
• 239000012752 auxiliary agent Substances 0.000 description 2
• 229910052796 boron Inorganic materials 0.000 description 2
• 238000009395 breeding Methods 0.000 description 2
• 230000001488 breeding effect Effects 0.000 description 2
• 125000001246 bromo group Chemical group Br* 0.000 description 2
• MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
• 235000020971 citrus fruits Nutrition 0.000 description 2
• 230000009194 climbing Effects 0.000 description 2
• MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 description 2
• JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
• 239000012024 dehydrating agents‎ Substances 0.000 description 2
• 238000011161 development Methods 0.000 description 2
• 230000018109 developmental process Effects 0.000 description 2
• 125000004663 dialkyl amino group Chemical group 0.000 description 2
• 125000006263 dimethyl aminosulfonyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])S(*)(=O)=O 0.000 description 2
• 239000002270 dispersing agent Substances 0.000 description 2
• 230000035622 drinking Effects 0.000 description 2
• 239000000975 dye Substances 0.000 description 2
• 239000003480 eluent Substances 0.000 description 2
• 238000005516 engineering process Methods 0.000 description 2
• 150000002170 ethers Chemical class 0.000 description 2
• 235000019439 ethyl acetate Nutrition 0.000 description 2
• 125000006437 ethyl cyclopropyl group Chemical group 0.000 description 2
• 125000004705 ethylthio group Chemical group C(C)S* 0.000 description 2
• 239000004088 foaming agent Substances 0.000 description 2
• 235000013305 food Nutrition 0.000 description 2
• 238000009472 formulation Methods 0.000 description 2
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