SU677629A3 - Insecticide-acaricide - Google Patents

Insecticide-acaricide

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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
Application number
SU731942144A
Other languages
Russian (ru)
Inventor
Освальд Алексис (Сша)
Вэлинт Пауль (Сша)
Беригер Эрнст (Швецария)
Драбек Йосеф (Чсср)
Original Assignee
Циба-Гейги Аг (Фирма)
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Циба-Гейги Аг (Фирма) filed Critical Циба-Гейги Аг (Фирма)
Application granted granted Critical
Publication of SU677629A3 publication Critical patent/SU677629A3/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/08Esters of oxyacids of phosphorus
    • C07F9/09Esters of phosphoric acids
    • C07F9/113Esters of phosphoric acids with unsaturated acyclic alcohols
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/14Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/16Biocides, 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/16Esters of thiophosphoric acids or thiophosphorous acids
    • C07F9/165Esters of thiophosphoric acids
    • C07F9/173Esters of thiophosphoric acids with unsaturated acyclic alcohols

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  • 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)

1.Патент Японии № 47-18677, кл. 30F, опублик. 29.05.72.1. Japanese Patent No. 47-18677, cl. 30F, pub. 05.29.72. 2.Шамщурин А. А., Кример М. 2.Shamshchurin A. A., Krimer M. 3. Физико-химические свойства пестицидов, М., «Хими , 1976, позици  564.3. Physico-chemical properties of pesticides, M., Chem., 1976, item 564.
SU731942144A 1972-06-27 1973-06-25 Insecticide-acaricide SU677629A3 (en)

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)

Also Published As

Publication number Publication date
AU5700973A (en) 1974-12-19
BE801434A (en) 1973-12-26
ZA734323B (en) 1974-02-27
CS172260B2 (en) 1976-12-29
CH575210A5 (en) 1976-05-14
HU167725B (en) 1975-12-25

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