JPS6039258B2 - 新規フエノキシ酢酸エステル - Google Patents
新規フエノキシ酢酸エステルInfo
- Publication number
- JPS6039258B2 JPS6039258B2 JP52087215A JP8721577A JPS6039258B2 JP S6039258 B2 JPS6039258 B2 JP S6039258B2 JP 52087215 A JP52087215 A JP 52087215A JP 8721577 A JP8721577 A JP 8721577A JP S6039258 B2 JPS6039258 B2 JP S6039258B2
- Authority
- JP
- Japan
- Prior art keywords
- propyl ester
- acid propyl
- item
- butylphenoxyacetic acid
- butylphenoxyacetic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 phenoxyacetic acid ester Chemical class 0.000 title claims description 19
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxy-acetic acid Natural products OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 70
- 239000000203 mixture Substances 0.000 claims description 66
- 238000000034 method Methods 0.000 claims description 52
- 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 claims description 50
- 235000013399 edible fruits Nutrition 0.000 claims description 32
- 241000196324 Embryophyta Species 0.000 claims description 20
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 244000070406 Malus silvestris Species 0.000 claims description 13
- 238000005507 spraying Methods 0.000 claims description 12
- 230000012010 growth Effects 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 235000011430 Malus pumila Nutrition 0.000 claims description 9
- 235000015103 Malus silvestris Nutrition 0.000 claims description 9
- 229920000742 Cotton Polymers 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 239000003995 emulsifying agent Substances 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 230000008635 plant growth Effects 0.000 claims description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 230000001105 regulatory effect Effects 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 claims description 7
- 239000000080 wetting agent Substances 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 240000007594 Oryza sativa Species 0.000 claims description 5
- 235000007164 Oryza sativa Nutrition 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 5
- 244000037666 field crops Species 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 235000009566 rice Nutrition 0.000 claims description 5
- 240000001987 Pyrus communis Species 0.000 claims description 4
- 235000014443 Pyrus communis Nutrition 0.000 claims description 4
- 244000269722 Thea sinensis Species 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000002270 dispersing agent Substances 0.000 claims description 4
- 238000003306 harvesting Methods 0.000 claims description 4
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 4
- 241000208818 Helianthus Species 0.000 claims description 3
- 235000003222 Helianthus annuus Nutrition 0.000 claims description 3
- 241000209510 Liliopsida Species 0.000 claims description 3
- 235000006040 Prunus persica var persica Nutrition 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 3
- 230000035613 defoliation Effects 0.000 claims description 3
- 239000002420 orchard Substances 0.000 claims description 3
- 244000144730 Amygdalus persica Species 0.000 claims description 2
- 244000105624 Arachis hypogaea Species 0.000 claims description 2
- 241000193388 Bacillus thuringiensis Species 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
- 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
- 240000005979 Hordeum vulgare Species 0.000 claims description 2
- 235000007340 Hordeum vulgare Nutrition 0.000 claims description 2
- 235000007688 Lycopersicon esculentum Nutrition 0.000 claims description 2
- 240000003768 Solanum lycopersicum Species 0.000 claims description 2
- 244000061456 Solanum tuberosum Species 0.000 claims description 2
- 235000002595 Solanum tuberosum Nutrition 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229940097012 bacillus thuringiensis Drugs 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- 230000005094 fruit set Effects 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 235000021374 legumes Nutrition 0.000 claims description 2
- 235000020232 peanut Nutrition 0.000 claims description 2
- 235000012015 potatoes Nutrition 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims 2
- 239000012442 inert solvent Substances 0.000 claims 2
- 239000000077 insect repellent Substances 0.000 claims 2
- 241000675108 Citrus tangerina Species 0.000 claims 1
- 240000003133 Elaeis guineensis Species 0.000 claims 1
- 241000219146 Gossypium Species 0.000 claims 1
- 235000006089 Phaseolus angularis Nutrition 0.000 claims 1
- 235000021307 Triticum Nutrition 0.000 claims 1
- 244000098338 Triticum aestivum Species 0.000 claims 1
- 240000007098 Vigna angularis Species 0.000 claims 1
- 235000010711 Vigna angularis Nutrition 0.000 claims 1
- 235000009754 Vitis X bourquina Nutrition 0.000 claims 1
- 235000012333 Vitis X labruscana Nutrition 0.000 claims 1
- 240000006365 Vitis vinifera Species 0.000 claims 1
- 235000014787 Vitis vinifera Nutrition 0.000 claims 1
- 239000007859 condensation product Substances 0.000 claims 1
- 239000000417 fungicide Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 230000000749 insecticidal effect Effects 0.000 claims 1
- 239000002917 insecticide Substances 0.000 claims 1
- 238000013138 pruning Methods 0.000 claims 1
- 239000007788 liquid Substances 0.000 description 20
- 239000000243 solution Substances 0.000 description 16
- 239000007921 spray Substances 0.000 description 16
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 238000010992 reflux Methods 0.000 description 7
- 238000009835 boiling Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 5
- 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 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 235000021016 apples Nutrition 0.000 description 4
- 239000012230 colorless oil Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 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
- 230000001737 promoting effect Effects 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- 235000004221 Brassica oleracea var gemmifera Nutrition 0.000 description 3
- 244000308368 Brassica oleracea var. gemmifera Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 241000220324 Pyrus Species 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 235000021017 pears Nutrition 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 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 2
- 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
- 240000000530 Alcea rosea Species 0.000 description 2
- 235000017334 Alcea rosea Nutrition 0.000 description 2
- 235000017303 Althaea rosea Nutrition 0.000 description 2
- 101100027969 Caenorhabditis elegans old-1 gene Proteins 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- MDNWOSOZYLHTCG-UHFFFAOYSA-N Dichlorophen Chemical compound OC1=CC=C(Cl)C=C1CC1=CC(Cl)=CC=C1O MDNWOSOZYLHTCG-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
- 241000219492 Quercus Species 0.000 description 2
- 241000270295 Serpentes Species 0.000 description 2
- WABPPBHOPMUJHV-UHFFFAOYSA-N Sesamex Chemical compound CCOCCOCCOC(C)OC1=CC=C2OCOC2=C1 WABPPBHOPMUJHV-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
- CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 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 2
- 238000007865 diluting Methods 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000005648 plant growth regulator Substances 0.000 description 2
- 235000021018 plums Nutrition 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 235000013616 tea Nutrition 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 2
- ZCVAOQKBXKSDMS-PVAVHDDUSA-N (+)-trans-(S)-allethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)O[C@@H]1C(C)=C(CC=C)C(=O)C1 ZCVAOQKBXKSDMS-PVAVHDDUSA-N 0.000 description 1
- PMSYHBINVYHTNN-UHFFFAOYSA-N (2,4-dinitro-6-octylphenyl) but-2-enoate Chemical compound CCCCCCCCC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1OC(=O)C=CC PMSYHBINVYHTNN-UHFFFAOYSA-N 0.000 description 1
- MTQKMPGBALVEDL-ZPCKWCKBSA-N (z,12r)-12-hydroxy-2-sulfooctadec-9-enoic acid Chemical class CCCCCC[C@@H](O)C\C=C/CCCCCCC(C(O)=O)S(O)(=O)=O MTQKMPGBALVEDL-ZPCKWCKBSA-N 0.000 description 1
- XRSKRSVTUVLURN-UHFFFAOYSA-N 1,3-benzodioxol-4-ol Chemical class OC1=CC=CC2=C1OCO2 XRSKRSVTUVLURN-UHFFFAOYSA-N 0.000 description 1
- GPOFSFLJOIAMSA-UHFFFAOYSA-N 1-chloro-4-ethylbenzene Chemical compound CCC1=CC=C(Cl)C=C1 GPOFSFLJOIAMSA-UHFFFAOYSA-N 0.000 description 1
- CRBHFWFSLRBVSP-UHFFFAOYSA-N 2-(3-tert-butylphenoxy)acetyl chloride Chemical compound CC(C)(C)C1=CC=CC(OCC(Cl)=O)=C1 CRBHFWFSLRBVSP-UHFFFAOYSA-N 0.000 description 1
- DYBIGIADVHIODH-UHFFFAOYSA-N 2-nonylphenol;oxirane Chemical compound C1CO1.CCCCCCCCCC1=CC=CC=C1O DYBIGIADVHIODH-UHFFFAOYSA-N 0.000 description 1
- FZEQPRGPLDVEOE-UHFFFAOYSA-N 2-phenoxyhexanoic acid Chemical compound CCCCC(C(O)=O)OC1=CC=CC=C1 FZEQPRGPLDVEOE-UHFFFAOYSA-N 0.000 description 1
- MJKLWLFTMWTFGD-UHFFFAOYSA-N 3,3-dimethyl-2-phenoxybutanoic acid Chemical compound CC(C)(C)C(C(O)=O)OC1=CC=CC=C1 MJKLWLFTMWTFGD-UHFFFAOYSA-N 0.000 description 1
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
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- CRPUJAZIXJMDBK-UHFFFAOYSA-N Toxaphene Natural products C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 description 1
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- OWZREIFADZCYQD-UHFFFAOYSA-N [cyano-(3-phenoxyphenyl)methyl] 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical class CC1(C)C(C=C(Br)Br)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-UHFFFAOYSA-N 0.000 description 1
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- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
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- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 229960003887 dichlorophen Drugs 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
- LWJWGXUXSVJWBY-UHFFFAOYSA-N dihydroxy-phenoxy-sulfanylidene-$l^{5}-phosphane Chemical compound OP(O)(=S)OC1=CC=CC=C1 LWJWGXUXSVJWBY-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 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
- 238000004821 distillation Methods 0.000 description 1
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- 238000006266 etherification reaction Methods 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
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- 150000004820 halides Chemical class 0.000 description 1
- 238000003898 horticulture Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000007689 inspection Methods 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
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000003595 mist 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
- 239000002736 nonionic surfactant Substances 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
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000004756 plant textile Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 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
- 235000021251 pulses Nutrition 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- FBQQHUGEACOBDN-UHFFFAOYSA-N quinomethionate Chemical compound N1=C2SC(=O)SC2=NC2=CC(C)=CC=C21 FBQQHUGEACOBDN-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 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
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 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 (2)
| 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 |
| GB29877/76 | 1976-07-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5312829A JPS5312829A (en) | 1978-02-04 |
| JPS6039258B2 true JPS6039258B2 (ja) | 1985-09-05 |
Family
ID=10298648
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP52087215A Expired JPS6039258B2 (ja) | 1976-07-19 | 1977-07-19 | 新規フエノキシ酢酸エステル |
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 CH CH882077A patent/CH627729A5/fr not_active IP Right Cessation
- 1977-07-15 NZ NZ184656A patent/NZ184656A/xx unknown
- 1977-07-15 NL NL7707943A patent/NL7707943A/xx not_active Application Discontinuation
- 1977-07-15 BR BR7704659A patent/BR7704659A/pt unknown
- 1977-07-15 DE DE19772732141 patent/DE2732141A1/de not_active Withdrawn
- 1977-07-15 LU LU77780A patent/LU77780A1/xx unknown
- 1977-07-15 IT IT7725801A patent/IT1077336B/it active
- 1977-07-15 BE BE179397A patent/BE856873A/xx unknown
- 1977-07-15 ES ES77460794A patent/ES460794A1/es not_active Expired
- 1977-07-15 ZA ZA00774265A patent/ZA774265B/xx unknown
- 1977-07-15 CA CA282,881A patent/CA1099736A/en not_active Expired
- 1977-07-15 IL IL52534A patent/IL52534A/xx unknown
- 1977-07-15 AR AR268445A patent/AR214523A1/es active
- 1977-07-15 AU AU27040/77A patent/AU508910B2/en not_active Expired
- 1977-07-15 IE IE1481/77A patent/IE45307B1/en unknown
- 1977-07-15 GR GR53971A patent/GR63244B/el unknown
- 1977-07-18 DK DK324677A patent/DK324677A/da unknown
- 1977-07-19 JP JP52087215A patent/JPS6039258B2/ja not_active Expired
- 1977-07-19 OA OA56227A patent/OA05711A/xx unknown
-
1978
- 1978-06-16 ES ES470866A patent/ES470866A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2732141A1 (de) | 1978-02-02 |
| JPS5312829A (en) | 1978-02-04 |
| CH627729A5 (en) | 1982-01-29 |
| BR7704659A (pt) | 1978-04-11 |
| NZ184656A (en) | 1978-09-25 |
| AU508910B2 (en) | 1980-04-03 |
| IL52534A (en) | 1981-07-31 |
| IL52534A0 (en) | 1977-10-31 |
| IT1077336B (it) | 1985-05-04 |
| GR63244B (en) | 1979-10-12 |
| ES470866A1 (es) | 1979-02-01 |
| ZA774265B (en) | 1978-06-28 |
| BE856873A (fr) | 1978-01-16 |
| IE45307L (en) | 1978-01-19 |
| FR2359112A1 (fr) | 1978-02-17 |
| IE45307B1 (en) | 1982-07-28 |
| AU2704077A (en) | 1979-01-18 |
| DK324677A (da) | 1978-01-20 |
| GB1524320A (en) | 1978-09-13 |
| FR2359112B1 (cs) | 1980-11-07 |
| AR214523A1 (es) | 1979-06-29 |
| ES460794A1 (es) | 1978-12-01 |
| NL7707943A (nl) | 1978-01-23 |
| LU77780A1 (cs) | 1977-10-17 |
| OA05711A (fr) | 1981-05-31 |
| CA1099736A (en) | 1981-04-21 |
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