IE45307B1 - A phenoxyacetic acid ester and its uses in agriculture - Google Patents
A phenoxyacetic acid ester and its uses in agricultureInfo
- Publication number
- IE45307B1 IE45307B1 IE1481/77A IE148177A IE45307B1 IE 45307 B1 IE45307 B1 IE 45307B1 IE 1481/77 A IE1481/77 A IE 1481/77A IE 148177 A IE148177 A IE 148177A IE 45307 B1 IE45307 B1 IE 45307B1
- Authority
- IE
- Ireland
- Prior art keywords
- propyl
- butylphenoxyacetate
- crop
- ppm
- trees
- Prior art date
Links
- -1 phenoxyacetic acid ester Chemical class 0.000 title claims description 13
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxy-acetic acid Natural products OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 title description 2
- 239000000203 mixture Substances 0.000 claims abstract description 72
- 150000001875 compounds Chemical class 0.000 claims abstract description 55
- 230000012010 growth Effects 0.000 claims abstract description 14
- 230000001105 regulatory effect Effects 0.000 claims abstract description 8
- 239000002253 acid Substances 0.000 claims abstract description 5
- 150000002148 esters Chemical class 0.000 claims abstract description 4
- HJYMVYGCLSJKPM-UHFFFAOYSA-N (3-tert-butyl-2-propylphenyl) ethaneperoxoate Chemical compound C(C)(=O)OOC1=C(C(=CC=C1)C(C)(C)C)CCC HJYMVYGCLSJKPM-UHFFFAOYSA-N 0.000 claims description 59
- 238000000034 method Methods 0.000 claims description 56
- 239000007788 liquid Substances 0.000 claims description 37
- 239000007921 spray Substances 0.000 claims description 26
- 241000196324 Embryophyta Species 0.000 claims description 19
- 235000013399 edible fruits Nutrition 0.000 claims description 19
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 17
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 238000002360 preparation method Methods 0.000 claims description 13
- 244000070406 Malus silvestris Species 0.000 claims description 11
- 239000003995 emulsifying agent Substances 0.000 claims description 11
- 229920000742 Cotton Polymers 0.000 claims description 10
- 235000011430 Malus pumila Nutrition 0.000 claims description 10
- 235000015103 Malus silvestris Nutrition 0.000 claims description 10
- 230000008635 plant growth Effects 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 239000003085 diluting agent Substances 0.000 claims description 7
- 239000000080 wetting agent Substances 0.000 claims description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 6
- 240000001987 Pyrus communis Species 0.000 claims description 6
- 235000014443 Pyrus communis Nutrition 0.000 claims description 6
- 244000308368 Brassica oleracea var. gemmifera Species 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 238000009736 wetting Methods 0.000 claims description 5
- 235000004221 Brassica oleracea var gemmifera Nutrition 0.000 claims description 4
- 244000061456 Solanum tuberosum Species 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 235000005489 dwarf bean Nutrition 0.000 claims description 4
- 239000002420 orchard Substances 0.000 claims description 4
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 claims description 4
- 241000167854 Bourreria succulenta Species 0.000 claims description 3
- 244000020551 Helianthus annuus Species 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 3
- 235000019693 cherries Nutrition 0.000 claims description 3
- 239000005648 plant growth regulator Substances 0.000 claims description 3
- MTQKMPGBALVEDL-ZPCKWCKBSA-N (z,12r)-12-hydroxy-2-sulfooctadec-9-enoic acid Chemical group CCCCCC[C@@H](O)C\C=C/CCCCCCC(C(O)=O)S(O)(=O)=O MTQKMPGBALVEDL-ZPCKWCKBSA-N 0.000 claims description 2
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical compound CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 claims description 2
- 235000003276 Apios tuberosa Nutrition 0.000 claims description 2
- 244000105624 Arachis hypogaea Species 0.000 claims description 2
- 235000010777 Arachis hypogaea Nutrition 0.000 claims description 2
- 235000010744 Arachis villosulicarpa Nutrition 0.000 claims description 2
- 240000002791 Brassica napus Species 0.000 claims description 2
- 235000006008 Brassica napus var napus Nutrition 0.000 claims description 2
- 241000207199 Citrus Species 0.000 claims description 2
- 235000001950 Elaeis guineensis Nutrition 0.000 claims description 2
- 244000068988 Glycine max Species 0.000 claims description 2
- 235000010469 Glycine max Nutrition 0.000 claims description 2
- 241000219146 Gossypium Species 0.000 claims description 2
- 235000003222 Helianthus annuus Nutrition 0.000 claims description 2
- 241000238631 Hexapoda Species 0.000 claims description 2
- 240000005979 Hordeum vulgare Species 0.000 claims description 2
- 235000007340 Hordeum vulgare Nutrition 0.000 claims description 2
- 240000007594 Oryza sativa Species 0.000 claims description 2
- 235000007164 Oryza sativa Nutrition 0.000 claims description 2
- 244000046052 Phaseolus vulgaris Species 0.000 claims description 2
- 244000141353 Prunus domestica Species 0.000 claims description 2
- 235000002595 Solanum tuberosum Nutrition 0.000 claims description 2
- 244000269722 Thea sinensis Species 0.000 claims description 2
- 235000002096 Vicia faba var. equina Nutrition 0.000 claims description 2
- 241000700605 Viruses Species 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- 239000002671 adjuvant Substances 0.000 claims description 2
- 150000001340 alkali metals Chemical group 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- 235000020971 citrus fruits Nutrition 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 244000013123 dwarf bean Species 0.000 claims description 2
- 238000006266 etherification reaction Methods 0.000 claims description 2
- 239000002917 insecticide Substances 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 239000000376 reactant Substances 0.000 claims description 2
- 235000009566 rice Nutrition 0.000 claims description 2
- 240000003768 Solanum lycopersicum Species 0.000 claims 2
- 240000003133 Elaeis guineensis Species 0.000 claims 1
- 235000021307 Triticum Nutrition 0.000 claims 1
- 244000098338 Triticum aestivum Species 0.000 claims 1
- 125000005907 alkyl ester group Chemical group 0.000 claims 1
- LBLGFRRXHLCJER-UHFFFAOYSA-N butyl 2-phenoxyacetate Chemical compound CCCCOC(=O)COC1=CC=CC=C1 LBLGFRRXHLCJER-UHFFFAOYSA-N 0.000 claims 1
- 230000035613 defoliation Effects 0.000 claims 1
- 230000000855 fungicidal effect Effects 0.000 claims 1
- TZCJVGQCSABBGD-UHFFFAOYSA-N 2-(3-tert-butylphenoxy)acetic acid Chemical compound CC(C)(C)C1=CC=CC(OCC(O)=O)=C1 TZCJVGQCSABBGD-UHFFFAOYSA-N 0.000 abstract description 4
- 238000003306 harvesting Methods 0.000 abstract description 3
- 238000005809 transesterification reaction Methods 0.000 abstract description 3
- 244000038559 crop plants Species 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- PFIYGPDMTJWGJV-UHFFFAOYSA-N propyl 2-(3-tert-butylphenoxy)acetate Chemical compound CCCOC(=O)COC1=CC=CC(C(C)(C)C)=C1 PFIYGPDMTJWGJV-UHFFFAOYSA-N 0.000 abstract 1
- 230000004936 stimulating effect Effects 0.000 abstract 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 11
- 238000009472 formulation Methods 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 238000010992 reflux Methods 0.000 description 8
- 235000008504 concentrate Nutrition 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 6
- 230000006978 adaptation Effects 0.000 description 5
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 239000006260 foam Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- QFMDFTQOJHFVNR-UHFFFAOYSA-N 1-[2,2-dichloro-1-(4-ethylphenyl)ethyl]-4-ethylbenzene Chemical compound C1=CC(CC)=CC=C1C(C(Cl)Cl)C1=CC=C(CC)C=C1 QFMDFTQOJHFVNR-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 244000107946 Spondias cytherea Species 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- CYEKUDPFXBLGHH-UHFFFAOYSA-N 3-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC(O)=C1 CYEKUDPFXBLGHH-UHFFFAOYSA-N 0.000 description 2
- OSDLLIBGSJNGJE-UHFFFAOYSA-N 4-chloro-3,5-dimethylphenol Chemical compound CC1=CC(O)=CC(C)=C1Cl OSDLLIBGSJNGJE-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- YVGGHNCTFXOJCH-UHFFFAOYSA-N DDT Chemical compound C1=CC(Cl)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(Cl)C=C1 YVGGHNCTFXOJCH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
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- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
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- 238000013138 pruning Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
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- 239000000725 suspension Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
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- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical group COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 2
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 2
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- XRSKRSVTUVLURN-UHFFFAOYSA-N 1,3-benzodioxol-4-ol Chemical class OC1=CC=CC2=C1OCO2 XRSKRSVTUVLURN-UHFFFAOYSA-N 0.000 description 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
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- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 1
- YNEKMCSWRMRXIR-UHFFFAOYSA-N 2,3,5,5-tetrachloro-4,7-bis(chloromethyl)-7-(dichloromethyl)bicyclo[2.2.1]heptane Chemical compound C1C(Cl)(Cl)C2(CCl)C(Cl)C(Cl)C1C2(C(Cl)Cl)CCl YNEKMCSWRMRXIR-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- PIZUQNIEQPWWTK-UHFFFAOYSA-N 2-phenoxyhexanoyl chloride Chemical compound CCCCC(C(Cl)=O)OC1=CC=CC=C1 PIZUQNIEQPWWTK-UHFFFAOYSA-N 0.000 description 1
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- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- 229960003887 dichlorophen Drugs 0.000 description 1
- UOAMTSKGCBMZTC-UHFFFAOYSA-N dicofol Chemical compound C=1C=C(Cl)C=CC=1C(C(Cl)(Cl)Cl)(O)C1=CC=C(Cl)C=C1 UOAMTSKGCBMZTC-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- JXSJBGJIGXNWCI-UHFFFAOYSA-N diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate Chemical compound CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC JXSJBGJIGXNWCI-UHFFFAOYSA-N 0.000 description 1
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- PZLGBVIKYPHZTH-UHFFFAOYSA-N ethene;2-nonylphenol Chemical group C=C.CCCCCCCCCC1=CC=CC=C1O PZLGBVIKYPHZTH-UHFFFAOYSA-N 0.000 description 1
- BNKAXGCRDYRABM-UHFFFAOYSA-N ethenyl dihydrogen phosphate Chemical compound OP(O)(=O)OC=C BNKAXGCRDYRABM-UHFFFAOYSA-N 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 244000037666 field crops Species 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- RMFNNCGOSPBBAD-MDWZMJQESA-N formetanate Chemical compound CNC(=O)OC1=CC=CC(\N=C\N(C)C)=C1 RMFNNCGOSPBBAD-MDWZMJQESA-N 0.000 description 1
- 235000021021 grapes Nutrition 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 235000014666 liquid concentrate Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229960000453 malathion Drugs 0.000 description 1
- KUFKXODMGULNOB-UHFFFAOYSA-N methyl 2-(3-tert-butylphenoxy)acetate Chemical compound COC(=O)COC1=CC=CC(C(C)(C)C)=C1 KUFKXODMGULNOB-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- KRTSDMXIXPKRQR-AATRIKPKSA-N monocrotophos Chemical compound CNC(=O)\C=C(/C)OP(=O)(OC)OC KRTSDMXIXPKRQR-AATRIKPKSA-N 0.000 description 1
- 231100001184 nonphytotoxic Toxicity 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- LCCNCVORNKJIRZ-UHFFFAOYSA-N parathion Chemical compound CCOP(=S)(OCC)OC1=CC=C([N+]([O-])=O)C=C1 LCCNCVORNKJIRZ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- IOUNQDKNJZEDEP-UHFFFAOYSA-N phosalone Chemical compound C1=C(Cl)C=C2OC(=O)N(CSP(=S)(OCC)OCC)C2=C1 IOUNQDKNJZEDEP-UHFFFAOYSA-N 0.000 description 1
- 150000003017 phosphorus Chemical class 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- QJZNRCWAXUGABH-UHFFFAOYSA-N propyl 2-chloroacetate Chemical compound CCCOC(=O)CCl QJZNRCWAXUGABH-UHFFFAOYSA-N 0.000 description 1
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
- 229940070846 pyrethrins Drugs 0.000 description 1
- 239000002728 pyrethroid Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- LCRKLSMQAPXWKE-UHFFFAOYSA-M sodium 3-tert-butylphenolate Chemical compound C(C)(C)(C)C=1C=C([O-])C=CC1.[Na+] LCRKLSMQAPXWKE-UHFFFAOYSA-M 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- OEJNXTAZZBRGDN-UHFFFAOYSA-N toxaphene Chemical compound ClC1C(Cl)C2(Cl)C(CCl)(CCl)C(=C)C1(Cl)C2(Cl)Cl OEJNXTAZZBRGDN-UHFFFAOYSA-N 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- LESVOLZBIFDZGS-UHFFFAOYSA-N vamidothion Chemical compound CNC(=O)C(C)SCCSP(=O)(OC)OC LESVOLZBIFDZGS-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 230000009105 vegetative growth Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N39/00—Biocides, 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
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
- A01N39/04—Aryloxy-acetic acids; Derivatives thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB29877/76A GB1524320A (en) | 1976-07-19 | 1976-07-19 | Phenoxyacetic acid ester and its uses in agriculture |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE45307L IE45307L (en) | 1978-01-19 |
| IE45307B1 true IE45307B1 (en) | 1982-07-28 |
Family
ID=10298648
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1481/77A IE45307B1 (en) | 1976-07-19 | 1977-07-15 | A phenoxyacetic acid ester and its uses in agriculture |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPS6039258B2 (cs) |
| AR (1) | AR214523A1 (cs) |
| AU (1) | AU508910B2 (cs) |
| BE (1) | BE856873A (cs) |
| BR (1) | BR7704659A (cs) |
| CA (1) | CA1099736A (cs) |
| CH (1) | CH627729A5 (cs) |
| DE (1) | DE2732141A1 (cs) |
| DK (1) | DK324677A (cs) |
| ES (2) | ES460794A1 (cs) |
| FR (1) | FR2359112A1 (cs) |
| GB (1) | GB1524320A (cs) |
| GR (1) | GR63244B (cs) |
| IE (1) | IE45307B1 (cs) |
| IL (1) | IL52534A (cs) |
| IT (1) | IT1077336B (cs) |
| LU (1) | LU77780A1 (cs) |
| NL (1) | NL7707943A (cs) |
| NZ (1) | NZ184656A (cs) |
| OA (1) | OA05711A (cs) |
| ZA (1) | ZA774265B (cs) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3142051C2 (de) * | 1981-10-23 | 1985-06-27 | Metzeler Kautschuk GmbH, 8000 München | Vorrichtung zur Ermittlung des Kraft/Weg-Diagramms von verformbaren Körpern |
| JPS6341403A (ja) * | 1986-08-07 | 1988-02-22 | Noboru Shindo | 植物成長促進剤 |
-
1976
- 1976-07-19 GB GB29877/76A patent/GB1524320A/en not_active Expired
-
1977
- 1977-07-13 FR FR7722466A patent/FR2359112A1/fr active Granted
- 1977-07-15 DE DE19772732141 patent/DE2732141A1/de not_active Withdrawn
- 1977-07-15 BR BR7704659A patent/BR7704659A/pt unknown
- 1977-07-15 GR GR53971A patent/GR63244B/el unknown
- 1977-07-15 IE IE1481/77A patent/IE45307B1/en unknown
- 1977-07-15 AU AU27040/77A patent/AU508910B2/en not_active Expired
- 1977-07-15 IT IT7725801A patent/IT1077336B/it active
- 1977-07-15 IL IL52534A patent/IL52534A/xx unknown
- 1977-07-15 NZ NZ184656A patent/NZ184656A/xx unknown
- 1977-07-15 AR AR268445A patent/AR214523A1/es active
- 1977-07-15 ES ES77460794A patent/ES460794A1/es not_active Expired
- 1977-07-15 LU LU77780A patent/LU77780A1/xx unknown
- 1977-07-15 CH CH882077A patent/CH627729A5/fr not_active IP Right Cessation
- 1977-07-15 CA CA282,881A patent/CA1099736A/en not_active Expired
- 1977-07-15 ZA ZA00774265A patent/ZA774265B/xx unknown
- 1977-07-15 NL NL7707943A patent/NL7707943A/xx not_active Application Discontinuation
- 1977-07-15 BE BE179397A patent/BE856873A/xx unknown
- 1977-07-18 DK DK324677A patent/DK324677A/da unknown
- 1977-07-19 OA OA56227A patent/OA05711A/xx unknown
- 1977-07-19 JP JP52087215A patent/JPS6039258B2/ja not_active Expired
-
1978
- 1978-06-16 ES ES470866A patent/ES470866A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AU508910B2 (en) | 1980-04-03 |
| IL52534A (en) | 1981-07-31 |
| IL52534A0 (en) | 1977-10-31 |
| IT1077336B (it) | 1985-05-04 |
| DE2732141A1 (de) | 1978-02-02 |
| FR2359112A1 (fr) | 1978-02-17 |
| ES460794A1 (es) | 1978-12-01 |
| IE45307L (en) | 1978-01-19 |
| FR2359112B1 (cs) | 1980-11-07 |
| GB1524320A (en) | 1978-09-13 |
| ZA774265B (en) | 1978-06-28 |
| OA05711A (fr) | 1981-05-31 |
| ES470866A1 (es) | 1979-02-01 |
| NL7707943A (nl) | 1978-01-23 |
| AU2704077A (en) | 1979-01-18 |
| GR63244B (en) | 1979-10-12 |
| CA1099736A (en) | 1981-04-21 |
| AR214523A1 (es) | 1979-06-29 |
| NZ184656A (en) | 1978-09-25 |
| JPS5312829A (en) | 1978-02-04 |
| BR7704659A (pt) | 1978-04-11 |
| BE856873A (fr) | 1978-01-16 |
| CH627729A5 (en) | 1982-01-29 |
| DK324677A (da) | 1978-01-20 |
| JPS6039258B2 (ja) | 1985-09-05 |
| LU77780A1 (cs) | 1977-10-17 |
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