IL29274A - Pesticidal preparations containing o,o-dialkyl-2-halo-1-(halomethoxy-phenyl)vinyl phosphates - Google Patents

Pesticidal preparations containing o,o-dialkyl-2-halo-1-(halomethoxy-phenyl)vinyl phosphates

Info

Publication number: IL29274A
Authority: IL; Israel
Prior art keywords: phosphoric acid; formula; preparations; chlorine; hal
Prior art date: 1967-01-18

Application number

IL29274A

Other languages

English (en)

Original Assignee

Ciba Geigy Ag

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.)

1967-01-18

Filing date

1968-01-07

Publication date

1971-08-25

1968-01-07 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1971-08-25 Publication of IL29274A publication Critical patent/IL29274A/en

Links

238000002360 preparation method Methods 0.000 title claims description 21
230000000361 pesticidal effect Effects 0.000 title claims description 8
229910019142 PO4 Inorganic materials 0.000 title 1
235000021317 phosphate Nutrition 0.000 title 1
-1 vinyl phosphates Chemical class 0.000 title 1
229920002554 vinyl polymer Polymers 0.000 title 1
229910052801 chlorine Inorganic materials 0.000 claims description 9
239000000460 chlorine Substances 0.000 claims description 9
150000003014 phosphoric acid esters Chemical class 0.000 claims description 9
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 7
150000001875 compounds Chemical class 0.000 claims description 7
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 6
229910052794 bromium Inorganic materials 0.000 claims description 6
241000607479 Yersinia pestis Species 0.000 claims description 5
229910052739 hydrogen Inorganic materials 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
239000003995 emulsifying agent Substances 0.000 claims description 3
238000000034 method Methods 0.000 claims description 3
239000000654 additive Substances 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
239000011230 binding agent Substances 0.000 claims description 2
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 2
239000002904 solvent Substances 0.000 claims description 2
239000002562 thickening agent Substances 0.000 claims description 2
239000004480 active ingredient Substances 0.000 claims 1
239000000853 adhesive Substances 0.000 claims 1
230000001070 adhesive effect Effects 0.000 claims 1
125000004432 carbon atom Chemical group C* 0.000 claims 1
125000001309 chloro group Chemical group Cl* 0.000 claims 1
239000002270 dispersing agent Substances 0.000 claims 1
229910052736 halogen Chemical group 0.000 claims 1
150000002367 halogens Chemical group 0.000 claims 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
238000004519 manufacturing process Methods 0.000 claims 1
239000000575 pesticide Substances 0.000 claims 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
239000005977 Ethylene Substances 0.000 description 4
239000007859 condensation product Substances 0.000 description 3
239000003921 oil Substances 0.000 description 3
KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000011575 calcium Substances 0.000 description 2
229910052791 calcium Inorganic materials 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
239000000203 mixture Substances 0.000 description 2
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
235000013311 vegetables Nutrition 0.000 description 2
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
QVLAWKAXOMEXPM-UHFFFAOYSA-N 1,1,1,2-tetrachloroethane Chemical compound ClCC(Cl)(Cl)Cl QVLAWKAXOMEXPM-UHFFFAOYSA-N 0.000 description 1
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 1
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 1
RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
241000238876 Acari Species 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
241000244206 Nematoda Species 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
239000005642 Oleic acid Substances 0.000 description 1
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
OHBTULDTCSOWOY-UHFFFAOYSA-N [C].C=C Chemical group [C].C=C OHBTULDTCSOWOY-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
230000000844 anti-bacterial effect Effects 0.000 description 1
239000003899 bactericide agent Substances 0.000 description 1
239000000440 bentonite Substances 0.000 description 1
229910000278 bentonite Inorganic materials 0.000 description 1
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
230000003115 biocidal effect Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000005018 casein Substances 0.000 description 1
BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
235000021240 caseins Nutrition 0.000 description 1
239000004359 castor oil Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
239000007799 cork Substances 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
FBCCMZVIWNDFMO-UHFFFAOYSA-N dichloroacetyl chloride Chemical compound ClC(Cl)C(Cl)=O FBCCMZVIWNDFMO-UHFFFAOYSA-N 0.000 description 1
LOEMCJBNOUQFTG-UHFFFAOYSA-N dodecan-1-ol;sulfuric acid Chemical compound OS(O)(=O)=O.CCCCCCCCCCCCO LOEMCJBNOUQFTG-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
235000013601 eggs Nutrition 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
BNKAXGCRDYRABM-UHFFFAOYSA-N ethenyl dihydrogen phosphate Chemical class OP(O)(=O)OC=C BNKAXGCRDYRABM-UHFFFAOYSA-N 0.000 description 1
229960003750 ethyl chloride Drugs 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
231100000518 lethal Toxicity 0.000 description 1
230000001665 lethal effect Effects 0.000 description 1
231100000053 low toxicity Toxicity 0.000 description 1
239000000463 material Substances 0.000 description 1
235000012054 meals Nutrition 0.000 description 1
OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
230000000149 penetrating effect Effects 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000010992 reflux Methods 0.000 description 1
DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000007787 solid Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
239000008096 xylene Substances 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
- 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
- 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

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)

IL29274A 1967-01-18 1968-01-07 Pesticidal preparations containing o,o-dialkyl-2-halo-1-(halomethoxy-phenyl)vinyl phosphates IL29274A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH80367A CH489532A (de)	1967-01-18	1967-01-18	Verfahren zur Herstellung von Phosphorsäureestern und ihre Verwendung zur Schädlingsbekämpfung

Publications (1)

Publication Number	Publication Date
IL29274A true IL29274A (en)	1971-08-25

Family

ID=4195544

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL29274A IL29274A (en)	1967-01-18	1968-01-07	Pesticidal preparations containing o,o-dialkyl-2-halo-1-(halomethoxy-phenyl)vinyl phosphates

Country Status (9)

Country	Link
US (1)	US3557258A (de)
BE (1)	BE709514A (de)
CH (1)	CH489532A (de)
DE (1)	DE1693158A1 (de)
DK (1)	DK124911B (de)
FR (1)	FR1551466A (de)
GB (1)	GB1196341A (de)
IL (1)	IL29274A (de)
NL (1)	NL6800747A (de)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4072745A (en) *	1976-03-11	1978-02-07	Stauffer Chemical Company	Substituted vinyl thiophosphate activators

1967
- 1967-01-18 CH CH80367A patent/CH489532A/de not_active IP Right Cessation
1968
- 1968-01-07 IL IL29274A patent/IL29274A/en unknown
- 1968-01-08 US US696119A patent/US3557258A/en not_active Expired - Lifetime
- 1968-01-11 DE DE19681693158 patent/DE1693158A1/de active Pending
- 1968-01-11 GB GB1666/68A patent/GB1196341A/en not_active Expired
- 1968-01-12 FR FR1551466D patent/FR1551466A/fr not_active Expired
- 1968-01-17 DK DK16368AA patent/DK124911B/da unknown
- 1968-01-17 NL NL6800747A patent/NL6800747A/xx unknown
- 1968-01-17 BE BE709514A patent/BE709514A/fr unknown

Also Published As

Publication number	Publication date
DK124911B (da)	1972-12-11
GB1196341A (en)	1970-06-24
US3557258A (en)	1971-01-19
DE1693158A1 (de)	1971-06-09
BE709514A (fr)	1968-07-17
CH489532A (de)	1970-04-30
NL6800747A (de)	1968-07-19
FR1551466A (de)	1968-12-27

Publication	Publication Date	Title
DE1246730B (de)	1967-08-10	Verfahren zur Herstellung von Amidothiol-phosphorsaeure-O-methyl-S-methyl-ester
US2611728A (en)	1952-09-23	Insecticidal compositions containing substituted aliphatic esters of diethyl dithiophosphoric acid
US2861912A (en)	1958-11-25	Method for combating pests and preparations suitable therefor
US2393999A (en)	1946-02-05	Compositions of matter
US2352078A (en)	1944-06-20	Insecticidal composition
US3781426A (en)	1973-12-25	Phosphoric acid esters and pesticidal preparations containing them
US2516313A (en)	1950-07-25	Insect controlling composition comprising an alkyl 2-thiazolinyl sulfide
US2817622A (en)	1957-12-24	Compositions having joint insecticidal and bactericidal action
US2553772A (en)	1951-05-22	Parasiticidal compositions of olefins and perchloromethyl mercaptan
US3092541A (en)	1963-06-04	New carbamoylalkyl phosphorus ester compounds
US2995486A (en)	1961-08-08	Method for combating pests and preparations suitable therefor
DE1190246B (de)	1965-04-01	Insektizides, acarizides und fungizides Mittel
US3105000A (en)	1963-09-24	Organo-tin and organo-sulphur parasiticides
US2415020A (en)	1947-01-28	Insecticidal compositions
US3557258A (en)	1971-01-19	0,0-dilower alkyl-2-halo-1-(halomethoxyphenyl)-vinyl phosphate
US2705694A (en)	1955-04-05	Insecticidal compositions comprising diethyl thiophosphoric acid disulfide
US3082147A (en)	1963-03-19	Insecticidal o-(aryl) phosphonothioates
US3357882A (en)	1967-12-12	Thiol-phosphoric acid esters fungitoxic agents
US3634557A (en)	1972-01-11	Oxime thiophosphates
US3005841A (en)	1961-10-24	Bromine-containing organo phosphate
US2954317A (en)	1960-09-27	Methods and composition for control of parasites
US2844454A (en)	1958-07-22	Biological toxicant
US3136686A (en)	1964-06-09	Omicron, omicron-dialkyl s-alkenyl phosphorothioates and insecticidal compositions and methods employing same
US2944933A (en)	1960-07-12	Thiophosphoric acid ester
US3407248A (en)	1968-10-22	Alpha-hydroxy-beta-fluoro-beta, beta dichloro-ethyl phosphonic acid, o, o-diester