HU186366B - Insectide and acaricide compositions containing stereoisomers of alpha-cyano-3-phenoxy-4-fluoro-benzylesters of 2,2-dimethyl-3-/2,2-dichlorovnyl/-cyclopropane-carboxylic acid and process for preparing the active substances - Google Patents
Insectide and acaricide compositions containing stereoisomers of alpha-cyano-3-phenoxy-4-fluoro-benzylesters of 2,2-dimethyl-3-/2,2-dichlorovnyl/-cyclopropane-carboxylic acid and process for preparing the active substances Download PDFInfo
- Publication number
- HU186366B HU186366B HU801787A HU178780A HU186366B HU 186366 B HU186366 B HU 186366B HU 801787 A HU801787 A HU 801787A HU 178780 A HU178780 A HU 178780A HU 186366 B HU186366 B HU 186366B
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- HU
- Hungary
- Prior art keywords
- phenoxy
- cyclopropane
- spp
- dimethyl
- carboxylic acid
- Prior art date
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- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
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- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 239000002969 artificial stone Substances 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- YBQCZIKWFFYEEM-UHFFFAOYSA-M benzyl(trimethyl)azanium;hydrogen sulfate Chemical compound OS([O-])(=O)=O.C[N+](C)(C)CC1=CC=CC=C1 YBQCZIKWFFYEEM-UHFFFAOYSA-M 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
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- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
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- 150000001805 chlorine compounds Chemical class 0.000 description 1
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- 238000000576 coating method Methods 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 150000001934 cyclohexanes Chemical class 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 244000079386 endoparasite Species 0.000 description 1
- 230000012173 estrus Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000003444 phase transfer catalyst Substances 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 238000002953 preparative HPLC Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 150000003751 zinc Chemical class 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19792928986 DE2928986A1 (de) | 1979-07-18 | 1979-07-18 | (+)-cis und (+) trans-2,2-dimethyl- 3-(2,2-dichlor-vinyl)-cyclopropan-1- carbonsaeure-(+-) - alpha -cyano-3-phenoxy4-fluor-benzylester, verfahren zu ihrer herstellung sowie ihre verwendung als insektizide und akarizide |
Publications (1)
Publication Number | Publication Date |
---|---|
HU186366B true HU186366B (en) | 1985-07-29 |
Family
ID=6076016
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU801787A HU186366B (en) | 1979-07-18 | 1980-07-17 | Insectide and acaricide compositions containing stereoisomers of alpha-cyano-3-phenoxy-4-fluoro-benzylesters of 2,2-dimethyl-3-/2,2-dichlorovnyl/-cyclopropane-carboxylic acid and process for preparing the active substances |
Country Status (23)
Country | Link |
---|---|
US (1) | US4287208A (en]) |
EP (1) | EP0022970B1 (en]) |
JP (1) | JPS5616459A (en]) |
AT (1) | ATE3637T1 (en]) |
AU (1) | AU531349B2 (en]) |
BR (1) | BR8004470A (en]) |
CA (1) | CA1151665A (en]) |
CS (2) | CS215067B2 (en]) |
DD (1) | DD152047A5 (en]) |
DE (2) | DE2928986A1 (en]) |
DK (1) | DK308780A (en]) |
EG (1) | EG14335A (en]) |
ES (1) | ES8105974A1 (en]) |
GR (1) | GR69689B (en]) |
HU (1) | HU186366B (en]) |
IL (1) | IL60602A (en]) |
MA (1) | MA18910A1 (en]) |
NZ (1) | NZ194343A (en]) |
PH (1) | PH15796A (en]) |
PL (1) | PL130984B1 (en]) |
PT (1) | PT71519A (en]) |
TR (1) | TR20978A (en]) |
ZA (1) | ZA804325B (en]) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5987547A (ja) * | 1982-11-12 | 1984-05-21 | Hitachi Ltd | マイクロアドレス拡張方式 |
GB8422872D0 (en) * | 1984-09-11 | 1984-10-17 | Ici Plc | Insecticidal product |
JPS6168458A (ja) * | 1984-09-12 | 1986-04-08 | Sumitomo Chem Co Ltd | α−シアノベンジルエステルの製造方法 |
CA1275108A (en) * | 1985-01-16 | 1990-10-09 | Laszlo Pap | Insecticidal composition comprising more than one active ingredients |
GB2187385A (en) * | 1986-03-07 | 1987-09-09 | Shell Int Research | Method of combatting colorado beetles using chemical compounds and compositions containing the chemical compounds |
US4997970A (en) * | 1987-06-15 | 1991-03-05 | Fmc Corporation | Conversion of pyrethroid isomers to move active species |
US5028731A (en) * | 1989-11-17 | 1991-07-02 | Fmc Corporation | Preparation of mixtures of cypermethrin or cyfluthrin isomers enriched in more active species |
US5223536A (en) * | 1991-07-23 | 1993-06-29 | Fmc Corporation | 1,4-diaryl-1-cyclopropyl-4-substituted butanes as insecticides and acaricides |
DE4216535A1 (de) * | 1991-08-21 | 1993-02-25 | Bayer Ag | Formkoerper zur bekaempfung von schaedlingen |
CN1090611C (zh) * | 1999-08-18 | 2002-09-11 | 广东省化州市农药厂 | 3-溴-4-氟甲苯法生产氟氯氰菊酯的方法 |
CN1096445C (zh) * | 1999-08-18 | 2002-12-18 | 广东立威化工有限公司 | 对氟苯甲醛法生产氟氯氰菊酯的方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2615435C2 (de) * | 1976-04-09 | 1984-02-09 | Bayer Ag, 5090 Leverkusen | Substituierte Phenoxybenzyloxycarbonylderivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Akarizide |
NZ184241A (en) * | 1976-06-16 | 1979-12-11 | Ici Ltd | A process for the preparation of certain cyano-substituted ester -cyano-3-phenoxybenzyl 3-(2,2-dichl-orovinyl)-2,2-dimethyl-cyclopropane carboxylate insecticidal composition |
DE2709264C3 (de) * | 1977-03-03 | 1982-01-21 | Bayer Ag, 5090 Leverkusen | Substituierte Phenoxybenzyloxycarbonylderivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Akarizide sowie neue Zwischenprodukte |
-
1979
- 1979-07-18 DE DE19792928986 patent/DE2928986A1/de not_active Withdrawn
-
1980
- 1980-07-03 US US06/165,927 patent/US4287208A/en not_active Expired - Lifetime
- 1980-07-07 AT AT80103846T patent/ATE3637T1/de not_active IP Right Cessation
- 1980-07-07 EP EP80103846A patent/EP0022970B1/de not_active Expired
- 1980-07-07 DE DE8080103846T patent/DE3063604D1/de not_active Expired
- 1980-07-09 PT PT71519A patent/PT71519A/pt unknown
- 1980-07-11 AU AU60329/80A patent/AU531349B2/en not_active Ceased
- 1980-07-14 TR TR20978A patent/TR20978A/xx unknown
- 1980-07-15 EG EG422/80A patent/EG14335A/xx active
- 1980-07-15 NZ NZ194343A patent/NZ194343A/xx unknown
- 1980-07-15 IL IL60602A patent/IL60602A/xx unknown
- 1980-07-16 DD DD80222666A patent/DD152047A5/de unknown
- 1980-07-16 CA CA000356355A patent/CA1151665A/en not_active Expired
- 1980-07-16 PH PH24303A patent/PH15796A/en unknown
- 1980-07-16 JP JP9630480A patent/JPS5616459A/ja active Granted
- 1980-07-16 PL PL1980225697A patent/PL130984B1/pl unknown
- 1980-07-17 CS CS805076A patent/CS215067B2/cs unknown
- 1980-07-17 BR BR8004470A patent/BR8004470A/pt unknown
- 1980-07-17 ES ES493483A patent/ES8105974A1/es not_active Expired
- 1980-07-17 ZA ZA00804325A patent/ZA804325B/xx unknown
- 1980-07-17 DK DK308780A patent/DK308780A/da not_active Application Discontinuation
- 1980-07-17 CS CS805077A patent/CS221972B2/cs unknown
- 1980-07-17 HU HU801787A patent/HU186366B/hu unknown
- 1980-07-18 MA MA19109A patent/MA18910A1/fr unknown
- 1980-09-16 GR GR62470A patent/GR69689B/el unknown
Also Published As
Publication number | Publication date |
---|---|
GR69689B (en]) | 1982-07-08 |
PT71519A (en) | 1980-08-01 |
AU6032980A (en) | 1981-01-22 |
ATE3637T1 (de) | 1983-06-15 |
DD152047A5 (de) | 1981-11-18 |
EP0022970B1 (de) | 1983-06-01 |
EP0022970A3 (en) | 1981-02-25 |
IL60602A0 (en) | 1980-09-16 |
EP0022970A2 (de) | 1981-01-28 |
MA18910A1 (fr) | 1981-04-01 |
CS215067B2 (en) | 1982-07-30 |
DK308780A (da) | 1981-01-19 |
IL60602A (en) | 1984-08-31 |
BR8004470A (pt) | 1981-01-27 |
US4287208A (en) | 1981-09-01 |
DE2928986A1 (de) | 1981-02-05 |
ZA804325B (en) | 1981-07-29 |
PH15796A (en) | 1983-03-25 |
ES493483A0 (es) | 1981-07-01 |
ES8105974A1 (es) | 1981-07-01 |
DE3063604D1 (en) | 1983-07-07 |
AU531349B2 (en) | 1983-08-18 |
TR20978A (tr) | 1983-03-10 |
NZ194343A (en) | 1982-09-14 |
PL130984B1 (en) | 1984-09-29 |
PL225697A1 (en) | 1983-03-28 |
JPH0128016B2 (en]) | 1989-05-31 |
CA1151665A (en) | 1983-08-09 |
CS221972B2 (en) | 1983-04-29 |
JPS5616459A (en) | 1981-02-17 |
EG14335A (en) | 1983-09-30 |
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