HU180202B - Insecticide and acaricide compositions containing halogenated esters of benzyl-alkohol and cyclopropane carboxylic acid as active agents,and process for producing the active agents - Google Patents
Insecticide and acaricide compositions containing halogenated esters of benzyl-alkohol and cyclopropane carboxylic acid as active agents,and process for producing the active agents Download PDFInfo
- Publication number
- HU180202B HU180202B HU77BA3608A HUBA003608A HU180202B HU 180202 B HU180202 B HU 180202B HU 77BA3608 A HU77BA3608 A HU 77BA3608A HU BA003608 A HUBA003608 A HU BA003608A HU 180202 B HU180202 B HU 180202B
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- HU
- Hungary
- Prior art keywords
- formula
- active ingredient
- spec
- alcohol
- benzyl
- Prior art date
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- YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical compound OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 title claims abstract description 4
- 239000000203 mixture Substances 0.000 title claims description 44
- 238000000034 method Methods 0.000 title claims description 14
- 230000000895 acaricidal effect Effects 0.000 title claims description 6
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 title description 21
- 150000002148 esters Chemical class 0.000 title description 8
- 239000013543 active substance Substances 0.000 title 2
- 239000000642 acaricide Substances 0.000 title 1
- 239000002917 insecticide Substances 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 7
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 5
- 239000004480 active ingredient Substances 0.000 claims description 59
- 150000001875 compounds Chemical class 0.000 claims description 45
- -1 alkaline earth metal cation Chemical class 0.000 claims description 43
- 239000003995 emulsifying agent Substances 0.000 claims description 19
- 239000003085 diluting agent Substances 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 8
- 230000000749 insecticidal effect Effects 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
- 239000000969 carrier Substances 0.000 claims description 5
- 235000013312 flour Nutrition 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 239000002270 dispersing agent Substances 0.000 claims description 3
- 239000002798 polar solvent Substances 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical group 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 125000000129 anionic group Chemical group 0.000 claims description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 2
- 230000001804 emulsifying effect Effects 0.000 claims description 2
- 239000003701 inert diluent Substances 0.000 claims description 2
- 239000002635 aromatic organic solvent Substances 0.000 claims 1
- 239000002969 artificial stone Substances 0.000 claims 1
- 235000019445 benzyl alcohol Nutrition 0.000 claims 1
- 150000003938 benzyl alcohols Chemical class 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical class O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims 1
- 239000003495 polar organic solvent Substances 0.000 claims 1
- 241001465754 Metazoa Species 0.000 abstract description 7
- PGJYYCIOYBZTPU-UHFFFAOYSA-N 2,3,4,5,6-pentafluorobenzyl alcohol Chemical compound OCC1=C(F)C(F)=C(F)C(F)=C1F PGJYYCIOYBZTPU-UHFFFAOYSA-N 0.000 abstract description 5
- YATDSXRLIUJOQN-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=C(F)C(F)=C(F)C(F)=C1F YATDSXRLIUJOQN-UHFFFAOYSA-N 0.000 abstract description 3
- LLMLSUSAKZVFOA-UHFFFAOYSA-N 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(O)=O LLMLSUSAKZVFOA-UHFFFAOYSA-N 0.000 abstract description 3
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- 231100000053 low toxicity Toxicity 0.000 abstract 1
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- 239000012280 lithium aluminium hydride Substances 0.000 description 11
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- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
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- ZLNVRXFZTPRLIK-UHFFFAOYSA-N 1-(chloromethyl)-2,3,4,5,6-pentafluorobenzene Chemical compound FC1=C(F)C(F)=C(CCl)C(F)=C1F ZLNVRXFZTPRLIK-UHFFFAOYSA-N 0.000 description 3
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- 150000005524 benzylchlorides Chemical class 0.000 description 3
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
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- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
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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)
- 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 |
|---|---|---|---|
| DE2658074A DE2658074C2 (de) | 1976-12-22 | 1976-12-22 | Cyclopropancarbonsäureester von halogenierten Benzylalkoholen, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung von Insekten und Akariden |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HU180202B true HU180202B (en) | 1983-02-28 |
Family
ID=5996204
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU77BA3608A HU180202B (en) | 1976-12-22 | 1977-12-21 | Insecticide and acaricide compositions containing halogenated esters of benzyl-alkohol and cyclopropane carboxylic acid as active agents,and process for producing the active agents |
Country Status (9)
| Country | Link |
|---|---|
| JP (2) | JPS61218542A (cs) |
| BE (1) | BE862109A (cs) |
| CS (1) | CS194826B2 (cs) |
| DE (1) | DE2658074C2 (cs) |
| ES (1) | ES465291A1 (cs) |
| HU (1) | HU180202B (cs) |
| PL (1) | PL112861B1 (cs) |
| SU (1) | SU685129A3 (cs) |
| ZA (1) | ZA777219B (cs) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109195944A (zh) * | 2016-05-31 | 2019-01-11 | 大日本除虫菊株式会社 | 酯化合物及其用途 |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1150300A (en) * | 1978-10-13 | 1983-07-19 | Robert J.G. Searle | 2,6-dihalobenzyl esters and their use as pesticides |
| US4259349A (en) | 1978-10-13 | 1981-03-31 | Shell Oil Company | Halobenzyl ester pesticides |
| GB2035301B (en) * | 1978-10-13 | 1982-12-08 | Shell Int Research | 2-bromobenzyl esters of alkenyl cyclopropane carboxylic acids and their use as pesticides |
| EP0032121B1 (en) * | 1979-02-14 | 1984-05-16 | Imperial Chemical Industries Plc | Substituted tetrafluorobenzyl alcohols and halides |
| BR8008346A (pt) * | 1979-12-21 | 1981-07-07 | Ici Ltd | Compostos e composicoes inseticidas a base dos mesmos,bem como processo de sua obtencao |
| DE3109476A1 (de) * | 1981-03-12 | 1982-09-23 | Bayer Ag, 5090 Leverkusen | Schaedlingsbekaempfungsmittel, ihre herstellung und verwendung |
| DE3705224A1 (de) * | 1987-02-19 | 1988-09-01 | Bayer Ag | (+)1r-trans-2,2-dimethyl-3-(2,2-dichlorvinyl) -cyclopropancarbonsaeure-2,3,5,6- tetrafluorbenzylester |
| DE3940267A1 (de) * | 1989-12-06 | 1991-06-13 | Bayer Ag | Insektizide mittel |
| JP3701032B2 (ja) * | 1996-08-29 | 2005-09-28 | 昭和電工株式会社 | ベンゾニトリル及びベンジルアルコールの製造方法 |
| JP4815926B2 (ja) * | 2004-08-05 | 2011-11-16 | 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 |
| ES2355834T3 (es) | 2004-08-05 | 2011-03-31 | Sumitomo Chemical Company, Limited | Método para la producción de un bencenodimetanol sustituido con halógeno. |
| JP5029000B2 (ja) * | 2006-01-10 | 2012-09-19 | 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法 |
| WO2007080814A1 (ja) * | 2006-01-10 | 2007-07-19 | Sumitomo Chemical Company, Limited | ハロゲン置換ベンゼンジメタノールの製造方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE660565A (cs) * | 1963-03-18 | |||
| DE2333849A1 (de) * | 1973-07-03 | 1975-01-30 | Bayer Ag | Mikrobizide mittel |
| FR2271196A1 (en) * | 1974-05-16 | 1975-12-12 | Aries Robert | Polychlorobenzyl chrysanthemate insecticides - especially 2,3,4,5,6-pentachlorobenzyl 3,3-dimethyl-2-isopropylidenemethyl-cyclopropane carboxylate |
| FR2290415A1 (fr) * | 1974-11-06 | 1976-06-04 | Aries Robert | Analogues chlores des esters chrysanthemiques |
-
1976
- 1976-12-22 DE DE2658074A patent/DE2658074C2/de not_active Expired
-
1977
- 1977-12-05 ZA ZA00777219A patent/ZA777219B/xx unknown
- 1977-12-14 SU SU772553349A patent/SU685129A3/ru active
- 1977-12-20 CS CS778605A patent/CS194826B2/cs unknown
- 1977-12-21 ES ES465291A patent/ES465291A1/es not_active Expired
- 1977-12-21 HU HU77BA3608A patent/HU180202B/hu unknown
- 1977-12-21 PL PL1977203193A patent/PL112861B1/pl unknown
- 1977-12-21 BE BE183671A patent/BE862109A/xx not_active IP Right Cessation
-
1986
- 1986-01-31 JP JP61018294A patent/JPS61218542A/ja active Pending
- 1986-12-05 JP JP61289112A patent/JPS62149606A/ja active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109195944A (zh) * | 2016-05-31 | 2019-01-11 | 大日本除虫菊株式会社 | 酯化合物及其用途 |
| CN109195944B (zh) * | 2016-05-31 | 2022-06-14 | 大日本除虫菊株式会社 | 酯化合物及其用途 |
Also Published As
| Publication number | Publication date |
|---|---|
| CS194826B2 (en) | 1979-12-31 |
| DE2658074C2 (de) | 1986-12-04 |
| SU685129A3 (ru) | 1979-09-05 |
| JPS61218542A (ja) | 1986-09-29 |
| ZA777219B (en) | 1978-09-27 |
| JPS62149606A (ja) | 1987-07-03 |
| ES465291A1 (es) | 1978-11-16 |
| DE2658074A1 (de) | 1978-07-06 |
| PL112861B1 (en) | 1980-11-29 |
| PL203193A1 (pl) | 1978-10-23 |
| BE862109A (fr) | 1978-06-21 |
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