GB1133511A - Halogen-containing thio-phosphorus esters and their use as insecticides and acaricides - Google Patents
Halogen-containing thio-phosphorus esters and their use as insecticides and acaricidesInfo
- Publication number
- GB1133511A GB1133511A GB33531/66A GB3353166A GB1133511A GB 1133511 A GB1133511 A GB 1133511A GB 33531/66 A GB33531/66 A GB 33531/66A GB 3353166 A GB3353166 A GB 3353166A GB 1133511 A GB1133511 A GB 1133511A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphur
- formula
- substituted
- acaricides
- insecticides
- 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.)
- Expired
Links
- 230000000895 acaricidal effect Effects 0.000 title abstract 2
- 239000000642 acaricide Substances 0.000 title abstract 2
- 239000002917 insecticide Substances 0.000 title abstract 2
- 229910052736 halogen Inorganic materials 0.000 title 1
- 150000002367 halogens Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 3
- 239000005864 Sulphur Substances 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 229910052783 alkali metal Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- MFJMZOUFSWSBNV-UHFFFAOYSA-N 1-chloro-2-(2-chlorophenoxy)benzene Chemical class ClC1=CC=CC=C1OC1=CC=CC=C1Cl MFJMZOUFSWSBNV-UHFFFAOYSA-N 0.000 abstract 1
- XNEARKLZHZRZQE-UHFFFAOYSA-N P(O)(Cl)=S Chemical class P(O)(Cl)=S XNEARKLZHZRZQE-UHFFFAOYSA-N 0.000 abstract 1
- -1 alkali metal salt Chemical class 0.000 abstract 1
- 150000001340 alkali metals Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- XBYOCRCRHQJSIG-UHFFFAOYSA-N chloromethoxybenzene Chemical compound ClCOC1=CC=CC=C1 XBYOCRCRHQJSIG-UHFFFAOYSA-N 0.000 abstract 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- FUWGSUOSJRCEIV-UHFFFAOYSA-N phosphonothioic O,O-acid Chemical compound OP(O)=S FUWGSUOSJRCEIV-UHFFFAOYSA-N 0.000 abstract 1
- ZXRDVSMSMOZCPT-UHFFFAOYSA-N phosphorodithious acid Chemical class OP(S)S ZXRDVSMSMOZCPT-UHFFFAOYSA-N 0.000 abstract 1
- 150000003017 phosphorus Chemical class 0.000 abstract 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
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- 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
- A01N57/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34
- A01N57/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4075—Esters with hydroxyalkyl compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
Abstract
1,133,511. Sulphur-containing phosphorus esters. STAUFFER CHEMICAL CO. 26 July, 1966, No. 33531/66. Heading C2C. [Also in Division A5] Novel compounds of the formula where R is alkyl, alkoxy, haloalkyl or phenyl, R<SP>1</SP> is C 1-6 alkyl, X is oxygen or sulphur and n is an integer from 1 to 3, inclusive, are prepared by reacting a compound of the formula R(R 1 O)P(X)-SM, where M is hydrogen or an alkali metal, with a compound of formula ClCH 2 O-C 6 H 5 (Cl) n . When X is sulphur the reaction is preferably effected by mixing the appropriate chloromethyl substituted chlorophenyl ether and substituted phosphonodithioic acid, or the alkali metal salt thereof, in the presence of an organic base, e.g. triethylamine. When X is oxygen, a substituted phosphonochloridothioate may be used as starting material and is first hydrolysed to the phosphonothioic acid which is then treated with a chloromethylphenyl ether in the basic hydrolysis solution. The compounds are insecticides and acaricides.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1133511T | |||
NL6611256A NL6611256A (en) | 1966-08-10 | 1966-08-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1133511A true GB1133511A (en) | 1968-11-13 |
Family
ID=26316198
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB33531/66A Expired GB1133511A (en) | 1966-08-10 | 1966-07-26 | Halogen-containing thio-phosphorus esters and their use as insecticides and acaricides |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH426370A (en) |
GB (1) | GB1133511A (en) |
NL (1) | NL6611256A (en) |
-
1966
- 1966-07-26 GB GB33531/66A patent/GB1133511A/en not_active Expired
- 1966-08-04 CH CH1125266A patent/CH426370A/en unknown
- 1966-08-10 NL NL6611256A patent/NL6611256A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
NL6611256A (en) | 1968-02-12 |
CH426370A (en) | 1966-12-15 |
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