SU677629A3 - Insecticide-acaricide - Google Patents
Insecticide-acaricideInfo
- Publication number
- SU677629A3 SU677629A3 SU731942144A SU1942144A SU677629A3 SU 677629 A3 SU677629 A3 SU 677629A3 SU 731942144 A SU731942144 A SU 731942144A SU 1942144 A SU1942144 A SU 1942144A SU 677629 A3 SU677629 A3 SU 677629A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- insecticide
- acaricide
- test
- compounds
- formula
- Prior art date
Links
- 239000000642 acaricide Substances 0.000 title description 2
- 239000000126 substance Substances 0.000 claims description 4
- 239000000575 pesticide Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Natural products CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- -1 (2-bromo-4-chlorophenyl) - vinyl diethyl ether Chemical compound 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 241000256244 Heliothis virescens Species 0.000 description 2
- 244000061176 Nicotiana tabacum Species 0.000 description 2
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 241000256250 Spodoptera littoralis Species 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 150000002431 hydrogen Chemical group 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 241001260012 Bursa Species 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003090 pesticide formulation Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/113—Esters of phosphoric acids with unsaturated acyclic alcohols
-
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
-
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/173—Esters of thiophosphoric acids with unsaturated acyclic alcohols
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
(54) ИНСЕКТОАКАРИЦИДНОЕ СРЕДСТВО(54) INSECTIC ACCIDENT
1one
Изобретение относитс к химическим средствам борьбы с насекомыми и клещами , а именно к инсектоакарицидному средству на основе а-арил-р-галогенвинилдиалкиловых эфиров фосфорной кислоты.This invention relates to insect and tick control chemicals, namely an insecticide-acaricide agent based on a-aryl-p-halogenvinyl dialkyl esters of phosphoric acid.
Известна нестицидна композици , содержаща в качестве действующего вещества р,р-дихлор-а-(2-бром-4-хлорфенил) - винилдиэтиловый эфир фосфорной кислоты 1.A known non-pesticide composition containing p, p-dichloro-a (2-bromo-4-chlorophenyl) - vinyl diethyl ether of phosphoric acid 1 as an active substance.
Известно также инсектоакарицидное средство, содержащее в качестве действующего вещества р-хлор-а-(2,4-дихлорфенил)винилдиэтиловый эфир фосфорной кислоты и обычные добавки 2. Однако активность известных соединений недостаточна.It is also known insectoacaricidal agent containing as an active ingredient p-chloro-a- (2,4-dichlorophenyl) vinyl diethyl phosphoric acid ester and usual additives 2. However, the activity of known compounds is insufficient.
Целью изобретени вл етс изыскание нового инсектоакарицидного средства, обладающего высокой активностью.The aim of the invention is to find a new insecticoacaricidal agent with high activity.
Указанна цель достигаетс использованием средства, содержащего в качестве действующего начала а-арил-р-галогенвинилдиалкиловый эфир фосфорной кислоты общей формулыThis goal is achieved using an agent containing a-aryl-p-halogenvinyl dialkyl phosphate ester of the general formula
где RI метил, этил; R2 алкил Сз-Ci, Кз : хлор, бром; R4 водород, хлор;where RI is methyl, ethyl; R2 alkyl Cz-Ci, Cs: chlorine, bromine; R4 is hydrogen, chlorine;
Кб, Нб, R - независимо друг от друга означают водород, хлор или бром, метил, метоксил;Kb, Nb, R - independently of one another denote hydrogen, chlorine or bromine, methyl, methoxy;
X О или S, в количестве 0,5-99,5%.X O or S, in the amount of 0.5-99.5%.
Формы применени препаратов обычные: дусты, концентраты, эмульсии, гранул ты, дисперсии, растворы, суспензии. Их получают обычными способами изготовлени препаративных форм пестицидов.The forms of application of the preparations are usual: dusts, concentrates, emulsions, granules, dispersions, solutions, suspensions. They are prepared by conventional methods for the manufacture of pesticide formulations.
Соединени формулы I получают известными методами, например взаимодействием галоидпроизводных эфиров фосфорной илиThe compounds of the formula I are obtained by known methods, for example by reacting the halogen derivatives of phosphoric esters or
Таблица 1Table 1
тиофосфорной кислоты с соответственно замещенными ацетофенонами в присутствии св зывающего кислоту вещества.thiophosphoric acid with suitably substituted acetophenones in the presence of an acid binding substance.
В качестве св зывающих кислоту веществ примен ютс : третичные амины, например триалкиламины, пиридин, диалкиланилины; неорганические основани , например гидроокиси; карбонаты и бикарбонаты щелочных и щелочноземельных металлов.The following acid binding agents are used: tertiary amines, for example, trialkylamines, pyridine, dialkylanilines; inorganic bases, e.g. hydroxides; alkali metal and alkaline earth metal carbonates and bicarbonates.
Взаимодействие провод т при температуре реакции между -10 и 100°С, в особенности между 20-80°С, при нормальном или повышенном давлении и в растворител х или разбавител х. В качестве растворителей или разбавителей примен ютс , например , эфиры и эфирные соединение, такие , как диэтиловый эфир, дипропиловый эфир, диоксан, диметоксиэтаи, тетрагидрофуран; амиды, например К,Ы-диалкилированные амиды карбоновой кислоты; алифатические , ароматические и галогенированные углеводороды, в частности бензол, толуол , ксилолы, хлороформ, хлорбензол; нитрилы, например ацетонйтрилы; сульфоксиды , например диметилсульфоксид; кетоны , такие как ацетон, метилэтилкетон.The reaction is carried out at a reaction temperature between -10 and 100 ° C, in particular between 20-80 ° C, at normal or elevated pressure, and in solvents or diluents. As solvents or diluents, for example, ethers and ester compounds, such as diethyl ether, dipropyl ether, dioxane, dimethoxyethane, tetrahydrofuran; amides, for example K, N-dialkylated carboxylic acid amides; aliphatic, aromatic and halogenated hydrocarbons, in particular benzene, toluene, xylenes, chloroform, chlorobenzene; nitriles, for example acetonitriles; sulfoxides, for example dimethyl sulfoxide; ketones, such as acetone, methyl ethyl ketone.
Таким образом получают следующие соединени формулы I, представленные в табл. 1.Thus, the following compounds of formula I are obtained, which are listed in one.
Пример 1. Инсектицидное желудочно-кищечное действие: Spodoptera littoralis и Heliothis virescens.Example 1. Insecticidal gastrointestinal action: Spodoptera littoralis and Heliothis virescens.
Растени табака опрыскивают водной эмульсией, содержащей 0,05% испытуемого соединени . Через 8 дней после высыхани нанесенного сло на растени табака помещают гусениц вида Spodoptera littoralis или Heliothis virescens в стадии LS. На одно испытуемое соединение и один подопыттый вид используют два растени и подсчет умерщвлени производ т через 2, 4, 8, 24 и 48 ч после помещени гусениц на растени . Испытани провод т при 24°С и 60%-ной относительной влажности.The tobacco plants are sprayed with an aqueous emulsion containing 0.05% of the test compound. Eight days after the drying of the applied layer on tobacco plants, caterpillars of the species Spodoptera littoralis or Heliothis virescens are placed in stage LS. Two plants were used for one test compound and one test specimen, and killing was counted 2, 4, 8, 24 and 48 hours after placing the caterpillars on the plants. The tests are carried out at 24 ° C and 60% relative humidity.
В качестве сравнительных субстанций берут соединение формулыAs comparative substances take the compound of the formula
Н С1H C1
/ /
сwith
C, 11C, 11
; р-о--с ; about - with
dl (А)dl (A)
Результаты испытаний представлены в табл. 2.The test results are presented in Table. 2
Пример 2. Акарицидное действие: Rhipicefalus bursa (взрослые и личинки).Example 2. Acaricidal action: Rhipicefalus bursa (adults and larvae).
В стекл нную трубочку помещают по 55 are placed into the glass tube.
взрослых или по 50 личинок иксодовых клещей в двух испытательных сери х и на 1-adults or 50 larvae of ixodid ticks in two test batches and 1-
2 мин окунают в 2 мл водной эмульсии, содержащей 100; 50; 10; 10; 1,0; 0,5 или2 min dipped in 2 ml of an aqueous emulsion containing 100; 50; ten; ten; 1.0; 0.5 or
0,1 ч/млн, испытуемого соединени . Затем0.1 ppm of the test compound. Then
трубочки закрывают ватой и став т их закрытым отверстием вниз, чтобы эмульси the tubes are closed with cotton wool and put them closed with a hole down to emulsion
впиталась в вату.soaked in cotton wool.
Таблица 2table 2
Подсчет уничтоженных взрослых производ т через 2 недели, а подсчет уничтоженных личинок - через 2 дн . Каждое испытание провод т по два раза.Counting of destroyed adults was done in 2 weeks, and counting of destroyed larvae after 2 days. Each test was performed twice.
Результаты испытаний представлены в табл. 3.The test results are presented in Table. 3
Таблица 3Table 3
Таким образом, предлагаемые соединени обладают высокой инсектоакарицидной активностью .Thus, the proposed compounds have a high insecticoacaricidal activity.
Claims (3)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH960972A CH575210A5 (en) | 1972-06-27 | 1972-06-27 | O-(1-aryl-2-halovinyl) (di)thiophosphates - insecticides acaricides and nematocides |
Publications (1)
Publication Number | Publication Date |
---|---|
SU677629A3 true SU677629A3 (en) | 1979-07-30 |
Family
ID=4353766
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU731942144A SU677629A3 (en) | 1972-06-27 | 1973-06-25 | Insecticide-acaricide |
Country Status (6)
Country | Link |
---|---|
BE (1) | BE801434A (en) |
CH (1) | CH575210A5 (en) |
CS (1) | CS172260B2 (en) |
HU (1) | HU167725B (en) |
SU (1) | SU677629A3 (en) |
ZA (1) | ZA734323B (en) |
-
1972
- 1972-06-27 CH CH960972A patent/CH575210A5/en not_active IP Right Cessation
-
1973
- 1973-06-25 SU SU731942144A patent/SU677629A3/en active
- 1973-06-26 CS CS4596A patent/CS172260B2/cs unknown
- 1973-06-26 HU HUCI1388A patent/HU167725B/hu unknown
- 1973-06-26 BE BE132712A patent/BE801434A/en unknown
- 1973-06-26 ZA ZA734323*DA patent/ZA734323B/en unknown
Also Published As
Publication number | Publication date |
---|---|
CH575210A5 (en) | 1976-05-14 |
ZA734323B (en) | 1974-02-27 |
HU167725B (en) | 1975-12-25 |
AU5700973A (en) | 1974-12-19 |
CS172260B2 (en) | 1976-12-29 |
BE801434A (en) | 1973-12-26 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DK156218B (en) | SUBSTITUTED PHENOXYBENZYLOXYCARBONYL DERIVATIVES, INSECTICIDE AND ACARICIDE AGENTS THEREOF AND THEIR USE TO FIGHT INSECTS AND AGENTS | |
EP0001203A1 (en) | N-phenyl-N'-benzoyl ureas, process for their preparation, substances containing them, and their use as pesticides | |
EP0000508B1 (en) | Phenyl acetates of 2-oxypyridyl, process for their preparation and their use as pesticides | |
JPH0623082B2 (en) | Novel 1,4-bis-substituted-2,6,7-trioxabicyclo [2.2.2] octane pesticide | |
DE2149312B2 (en) | Thiophosphoric acid esters, process for their preparation and their use as nematicides and soil insecticides | |
SU677629A3 (en) | Insecticide-acaricide | |
SU1210651A3 (en) | Insecticide | |
DE2447095A1 (en) | UREA PHOSPHONATES, THE PROCESS FOR THEIR MANUFACTURING AND THEIR USE | |
JPS6013039B2 (en) | plant protection agent | |
DE2733740A1 (en) | CYCLOBUTANE-1-CARBOXYLATE, METHOD FOR THEIR MANUFACTURING AND USES IN VICTORY CONTROL | |
CH602005A5 (en) | (3)-Phenoxy-benzyl styryl-cyclopropane carboxylates | |
EP0150678B1 (en) | Alpha-methyl-(6-phenoxy)-2-picolyl ester of cyclopropanecarboxylic acid | |
DE2363208C3 (en) | Thiol phosphoric acid ester | |
US3733406A (en) | Use of n-alpha-dialkoxyphosphinothioacetyl-n-methylcarbamates of phenols as insecticides and acaricides | |
US4150160A (en) | Pesticidal carbimidocarbonylphenylformamidines | |
DE2642850A1 (en) | 2,2-DIMETHYL-4,5-BENZOSPIRO (2,4) HEPTANE AND 2,2-DIMETHYL-4,5-BENZOSPIRO (2,4) HEPTA-4,6-DIEN-1-CARBONIC ACID ESTER, PROCEDURE TO YOUR MANUFACTURING AND PEST REPRODUCTORS | |
US4265897A (en) | N-N-Dimethyl-1-(1'-methyl-2'-methoxyethyl)-1,2,4-triazolylcarbamates | |
SU663266A3 (en) | Insecticide-acaricide | |
DE2633551A1 (en) | CYCLOPROPANIC CARBONIC ACID 3- (2,2-DICHLORVINYLOXY) BENZYLESTER, METHOD OF MANUFACTURING AND USING IT | |
EP0028584B1 (en) | Sulfinyl amides, process for their preparation, and their use in the combating of pests | |
US3743743A (en) | Dithiocarbamylacetoneoxime carbamate acaricides and insecticides | |
KR790001540B1 (en) | Process for the preparation of triazin-2,4-diones | |
SU680614A3 (en) | Insectoacarecide means | |
US3773942A (en) | Carbamoyloximino alkenyl-dithiolones used as insecticides | |
DE2805274A1 (en) | Halovinyl-cyclopropane-carboxylate ester derivs. - useful as insecticides and acaricides |