KR890003284A - 증진된 녹다운 효과로 특징되는 살충 화합물 - Google Patents
증진된 녹다운 효과로 특징되는 살충 화합물 Download PDFInfo
- Publication number
- KR890003284A KR890003284A KR1019880010001A KR880010001A KR890003284A KR 890003284 A KR890003284 A KR 890003284A KR 1019880010001 A KR1019880010001 A KR 1019880010001A KR 880010001 A KR880010001 A KR 880010001A KR 890003284 A KR890003284 A KR 890003284A
- Authority
- KR
- South Korea
- Prior art keywords
- hydroxymethyl
- tetrafluorobenzyl
- dimethylcyclopropanecarboxylate
- cis
- trans
- 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.)
- Abandoned
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract 12
- 230000000694 effects Effects 0.000 title abstract 2
- 230000000749 insecticidal effect Effects 0.000 title abstract 2
- 241000607479 Yersinia pestis Species 0.000 claims abstract 7
- 239000000203 mixture Substances 0.000 claims abstract 7
- 125000005843 halogen group Chemical group 0.000 claims abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 5
- 239000001257 hydrogen Substances 0.000 claims abstract 5
- 238000000034 method Methods 0.000 claims abstract 4
- 125000001246 bromo group Chemical group Br* 0.000 claims abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract 2
- 125000001188 haloalkyl group Chemical group 0.000 claims abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 2
- -1 4- (hydroxymethyl) -2,3,5,6-tetrafluorobenzyl Chemical group 0.000 claims 15
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 230000000361 pesticidal effect Effects 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 150000004820 halides Chemical class 0.000 claims 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
- QYYFWXPWSMGWNM-MDMYCTLOSA-N (1s,3r)-2,2-dimethyl-3-[(z)-2,3,3,3-tetrafluoroprop-1-enyl]cyclopropane-1-carboxylic acid Chemical compound CC1(C)[C@@H](\C=C(/F)C(F)(F)F)[C@@H]1C(O)=O QYYFWXPWSMGWNM-MDMYCTLOSA-N 0.000 claims 1
- ZQMOCXXVWOYBKH-UHFFFAOYSA-N 2,2-difluoroethenyl 2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)CC1C(=O)OC=C(F)F ZQMOCXXVWOYBKH-UHFFFAOYSA-N 0.000 claims 1
- LBISPDTZPYSLCO-WCBMZHEXSA-N CC1(C)[C@@H](C=C(Br)Br)[C@@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F LBISPDTZPYSLCO-WCBMZHEXSA-N 0.000 claims 1
- OYAYGOZCOOOJGF-WCBMZHEXSA-N CC1(C)[C@@H](C=C(F)F)[C@@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F Chemical compound CC1(C)[C@@H](C=C(F)F)[C@@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F OYAYGOZCOOOJGF-WCBMZHEXSA-N 0.000 claims 1
- UHMWWWYHBWPWPC-VXGBXAGGSA-N CC1(C)[C@H](C=C(C)C)[C@@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F Chemical class CC1(C)[C@H](C=C(C)C)[C@@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F UHMWWWYHBWPWPC-VXGBXAGGSA-N 0.000 claims 1
- LGBQLLHQTGOJIP-HIHHVFROSA-N CC1(C)[C@H](\C=C\F)[C@@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F Chemical compound CC1(C)[C@H](\C=C\F)[C@@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F LGBQLLHQTGOJIP-HIHHVFROSA-N 0.000 claims 1
- OVYXAYSSVUWLRW-WCBMZHEXSA-N ClC(=C/[C@@H]1C([C@H]1C(=O)OCC1=C(C(=C(C(=C1F)F)CO)F)F)(C)C)C(F)(F)F Chemical compound ClC(=C/[C@@H]1C([C@H]1C(=O)OCC1=C(C(=C(C(=C1F)F)CO)F)F)(C)C)C(F)(F)F OVYXAYSSVUWLRW-WCBMZHEXSA-N 0.000 claims 1
- OVYXAYSSVUWLRW-SCZZXKLOSA-N ClC(=C/[C@H]1C([C@@H]1C(=O)OCC1=C(C(=C(C(=C1F)F)CO)F)F)(C)C)C(F)(F)F Chemical compound ClC(=C/[C@H]1C([C@@H]1C(=O)OCC1=C(C(=C(C(=C1F)F)CO)F)F)(C)C)C(F)(F)F OVYXAYSSVUWLRW-SCZZXKLOSA-N 0.000 claims 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 1
- OVYXAYSSVUWLRW-MLFUMLGXSA-N [2,3,5,6-tetrafluoro-4-(hydroxymethyl)phenyl]methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@@H](\C=C(/Cl)C(F)(F)F)[C@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F OVYXAYSSVUWLRW-MLFUMLGXSA-N 0.000 claims 1
- UHMWWWYHBWPWPC-NEPJUHHUSA-N [2,3,5,6-tetrafluoro-4-(hydroxymethyl)phenyl]methyl (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical class CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F UHMWWWYHBWPWPC-NEPJUHHUSA-N 0.000 claims 1
- OYAYGOZCOOOJGF-WPRPVWTQSA-N [2,3,5,6-tetrafluoro-4-(hydroxymethyl)phenyl]methyl (1r,3r)-3-(2,2-difluoroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@@H](C=C(F)F)[C@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F OYAYGOZCOOOJGF-WPRPVWTQSA-N 0.000 claims 1
- UHMWWWYHBWPWPC-RYUDHWBXSA-N [2,3,5,6-tetrafluoro-4-(hydroxymethyl)phenyl]methyl (1r,3s)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical class CC1(C)[C@@H](C=C(C)C)[C@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F UHMWWWYHBWPWPC-RYUDHWBXSA-N 0.000 claims 1
- OYAYGOZCOOOJGF-SCZZXKLOSA-N [2,3,5,6-tetrafluoro-4-(hydroxymethyl)phenyl]methyl (1r,3s)-3-(2,2-difluoroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(F)F)[C@H]1C(=O)OCC1=C(F)C(F)=C(CO)C(F)=C1F OYAYGOZCOOOJGF-SCZZXKLOSA-N 0.000 claims 1
- 239000003377 acid catalyst Substances 0.000 claims 1
- 239000000443 aerosol Substances 0.000 claims 1
- 125000005907 alkyl ester group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- OCAJNNUJKHZUTG-UHFFFAOYSA-N ethenyl 2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)CC1C(=O)OC=C OCAJNNUJKHZUTG-UHFFFAOYSA-N 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 235000003599 food sweetener Nutrition 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000575 pesticide Substances 0.000 claims 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims 1
- 239000003765 sweetening agent Substances 0.000 claims 1
- 150000003512 tertiary amines Chemical class 0.000 claims 1
- 125000005490 tosylate group Chemical group 0.000 claims 1
- 238000006276 transfer reaction Methods 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 241001674044 Blattodea Species 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 230000005180 public health Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
-
- 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)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8718620 | 1987-08-06 | ||
| GB878718620A GB8718620D0 (en) | 1987-08-06 | 1987-08-06 | Insecticide compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR890003284A true KR890003284A (ko) | 1989-04-14 |
Family
ID=10621899
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019880010001A Abandoned KR890003284A (ko) | 1987-08-06 | 1988-08-05 | 증진된 녹다운 효과로 특징되는 살충 화합물 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4927852A (enExample) |
| EP (1) | EP0302612B1 (enExample) |
| JP (1) | JP2606892B2 (enExample) |
| KR (1) | KR890003284A (enExample) |
| AT (1) | ATE72926T1 (enExample) |
| AU (1) | AU605895B2 (enExample) |
| BR (1) | BR8803887A (enExample) |
| CA (1) | CA1326682C (enExample) |
| DE (1) | DE3868768D1 (enExample) |
| ES (1) | ES2038296T3 (enExample) |
| GB (2) | GB8718620D0 (enExample) |
| GR (1) | GR3003966T3 (enExample) |
| NZ (1) | NZ225449A (enExample) |
| RU (1) | RU1811368C (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2642421B1 (fr) * | 1989-01-30 | 1991-09-06 | Roussel Uclaf | Nouveaux derives de l'acide 2,2-dimethyl 3-(2-monohaloethenyl) cyclopropane carboxylique, leur procede de preparation et leur application comme medicaments |
| GB8902324D0 (en) * | 1989-02-02 | 1989-03-22 | Ici Plc | Insecticidal compounds |
| TW529911B (en) * | 1998-11-20 | 2003-05-01 | Sumitomo Chemical Co | Pyrethroid compounds and composition for controlling pest containing the same |
| WO2000068173A1 (fr) * | 1999-05-07 | 2000-11-16 | Showa Denko K.K. | Procédé de production de tétrafluoro benzèneméthanols |
| CN1234678C (zh) | 2000-07-04 | 2006-01-04 | 昭和电工株式会社 | 苯二甲醇化合物的制备方法 |
| DE10117206A1 (de) * | 2001-04-06 | 2002-10-10 | Bayer Ag | Verfahren zur Herstellung von halogensubstituierten Dibenzylalkoholen, diese halogensubstituierten Dibenzylalkohole sowie deren Verwendung |
| AU2002953128A0 (en) * | 2002-12-05 | 2002-12-19 | Osmose (Australia) Pty Ltd | Surface treatment for wood and wood products |
| CN101001823A (zh) * | 2004-08-05 | 2007-07-18 | 住友化学株式会社 | 制造卤素取代的苯二甲醇的方法 |
| WO2007086330A1 (ja) | 2006-01-24 | 2007-08-02 | Sumitomo Chemical Company, Limited | ハロゲン置換ベンゼンジメタノールの製造法 |
| CN101479221B (zh) | 2006-06-27 | 2013-01-16 | 住友化学株式会社 | 卤素取代苯二甲醇的制备方法 |
| JP5369540B2 (ja) | 2007-08-29 | 2013-12-18 | 住友化学株式会社 | アルカリ金属フッ化物分散液およびそれを用いる含フッ素有機化合物の製造方法 |
| WO2010101299A1 (ja) | 2009-03-05 | 2010-09-10 | 住友化学株式会社 | ハロゲン置換ベンゼンジメタノールの製造方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU472727B2 (en) * | 1971-04-23 | 1976-06-03 | Shell Internationale Research Maatschappu Nv | Novel pesticides |
| US4183950A (en) * | 1976-12-22 | 1980-01-15 | Bayer Aktiengesellschaft | Combating arthropods with 2,2-dimethyl-3-vinyl-cyclopropane carboxylic acid esters of halogenated benzyl alcohols |
| GB2066810A (en) * | 1979-12-21 | 1981-07-15 | Ici Ltd | Fluorinated benzyl esters of cyclopropane carboxylic acids |
| US4370346A (en) * | 1979-12-21 | 1983-01-25 | Imperial Chemical Industries Plc | Halogenated esters |
| DE3170890D1 (en) * | 1980-12-17 | 1985-07-11 | Ici Plc | Fluorobenzyl cyclopropane carboxylates, their preparation, compositions comprising them and their use as insecticides |
| DE3270859D1 (en) * | 1981-08-31 | 1986-06-05 | Shell Int Research | Protection of crops against soil pests employing an alkylbenzyl cyclopropane carboxylate, novel cyclopropane carboxylates, and compositions containing them |
-
1987
- 1987-08-06 GB GB878718620A patent/GB8718620D0/en active Pending
-
1988
- 1988-07-14 GB GB8816773A patent/GB2207917B/en not_active Expired - Lifetime
- 1988-07-14 AT AT88306471T patent/ATE72926T1/de not_active IP Right Cessation
- 1988-07-14 DE DE8888306471T patent/DE3868768D1/de not_active Expired - Lifetime
- 1988-07-14 ES ES198888306471T patent/ES2038296T3/es not_active Expired - Lifetime
- 1988-07-14 EP EP88306471A patent/EP0302612B1/en not_active Expired - Lifetime
- 1988-07-18 NZ NZ225449A patent/NZ225449A/xx unknown
- 1988-08-02 AU AU20343/88A patent/AU605895B2/en not_active Ceased
- 1988-08-05 BR BR8803887A patent/BR8803887A/pt not_active Application Discontinuation
- 1988-08-05 KR KR1019880010001A patent/KR890003284A/ko not_active Abandoned
- 1988-08-05 RU SU884356310A patent/RU1811368C/ru active
- 1988-08-06 JP JP63195328A patent/JP2606892B2/ja not_active Expired - Lifetime
- 1988-08-08 US US07/229,532 patent/US4927852A/en not_active Expired - Lifetime
- 1988-08-08 CA CA000574120A patent/CA1326682C/en not_active Expired - Fee Related
-
1992
- 1992-03-05 GR GR910401770T patent/GR3003966T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB2207917A (en) | 1989-02-15 |
| NZ225449A (en) | 1990-09-26 |
| AU2034388A (en) | 1989-02-09 |
| US4927852A (en) | 1990-05-22 |
| GB2207917B (en) | 1990-12-12 |
| GB8718620D0 (en) | 1987-09-09 |
| RU1811368C (ru) | 1993-04-23 |
| GR3003966T3 (enExample) | 1993-03-16 |
| ATE72926T1 (de) | 1992-03-15 |
| JPH01238555A (ja) | 1989-09-22 |
| CA1326682C (en) | 1994-02-01 |
| EP0302612B1 (en) | 1992-03-04 |
| JP2606892B2 (ja) | 1997-05-07 |
| ES2038296T3 (es) | 1993-07-16 |
| AU605895B2 (en) | 1991-01-24 |
| GB8816773D0 (en) | 1988-08-17 |
| BR8803887A (pt) | 1989-02-21 |
| EP0302612A1 (en) | 1989-02-08 |
| DE3868768D1 (de) | 1992-04-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19880805 |
|
| PG1501 | Laying open of application | ||
| A201 | Request for examination | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 19930804 Comment text: Request for Examination of Application Patent event code: PA02011R01I Patent event date: 19880805 Comment text: Patent Application |
|
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 19961030 Patent event code: PE09021S01D |
|
| PC1902 | Submission of document of abandonment before decision of registration | ||
| SUBM | Surrender of laid-open application requested |