GB823505A - New phosphate esters suitable for use as pest control agents - Google Patents
New phosphate esters suitable for use as pest control agentsInfo
- Publication number
- GB823505A GB823505A GB351358A GB351358A GB823505A GB 823505 A GB823505 A GB 823505A GB 351358 A GB351358 A GB 351358A GB 351358 A GB351358 A GB 351358A GB 823505 A GB823505 A GB 823505A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen atom
- salt
- group
- pest control
- methyl
- 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
- 239000003795 chemical substances by application Substances 0.000 title abstract 6
- 241000607479 Yersinia pestis Species 0.000 title abstract 4
- 150000003014 phosphoric acid esters Chemical class 0.000 title abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 7
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000012442 inert solvent Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 abstract 2
- 238000007127 saponification reaction Methods 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 150000003512 tertiary amines Chemical class 0.000 abstract 2
- -1 triethylamine Chemical class 0.000 abstract 2
- 239000005995 Aluminium silicate Substances 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000004606 Fillers/Extenders Substances 0.000 abstract 1
- 239000000443 aerosol Substances 0.000 abstract 1
- 235000012211 aluminium silicate Nutrition 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 abstract 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/113—Esters of phosphoric acids with unsaturated acyclic alcohols
-
- 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
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention comprises phosphoric acid esters of the formula <FORM:0823505/IV (a)/1> in which R1 is methyl or ethyl, R2 is a hydrogen atom or a methyl or ethyl group and R3 is a hydrogen atom or a straight or branched, saturated or unsaturated aliphatic hydrocarbon group having 1 to 8 carbon atoms, and salts of those compounds in which R3 is a hydrogen atom. They can be obtained by reacting preferably at between 0 DEG and 25 DEG C. a phosphite of the general formula <FORM:0823505/IV (a)/2> in which R1 and R2 are as defined above and R3 is an aliphatic group as defined above with chloral. The reaction may be carried out in an inert solvent. Products in which R3 is a hydrogen atom or a salt group can be obtained by saponification of the corresponding esters and working up to the free acid or salt thereof. Saponification is suitably effected with a tertiary amine, e.g. triethylamine, in the presence of water and an inert organic solvent and the mixture may be worked up to recover the free acid or the tertiary amine (e.g. triethylamine) salt of the product. The products are useful as pest control agents (see Group VI). The phosphites used as starting materials can be obtained by reacting a compound of the formula (Cl)(Cl)P.O.CH(COOR3)R2, wherein R2 and R3 are as defined for the phosphite with an alcohol (R1OH) in an inert solvent and in the presence of an acid binding agent.ALSO:A pest control composition comprises a suitable carrier or distributing agent in admixture with a phosphoric acid ester of the formula <FORM:0823505/VI/1> in which R1 is methyl or ethyl, R2 is a hydrogen atom, methyl or ethyl, and R3 is a hydrogen atom or a C1-C8 straight or branched saturated or unsaturated aliphatic hydrocarbon group or a salt, e.g. a tertiary amine salt, of such compound in which R3 is a hydrogen atom (see Group IV (b)). The carrier or distributing agent may be solid, liquid or gaseous and an emulsifier, extender or sticking agent may be present. Other pest control agents may also be present. Specified carriers &c. are kaolin, naphthalene sulphonate and difluorodichloromethane, the latter being used to prepare an aerosol.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1173048D FR1173048A (en) | 1958-02-03 | 1957-03-18 | Improvements to products to combat pests |
| GB351358A GB823505A (en) | 1958-02-03 | 1958-02-03 | New phosphate esters suitable for use as pest control agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB351358A GB823505A (en) | 1958-02-03 | 1958-02-03 | New phosphate esters suitable for use as pest control agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB823505A true GB823505A (en) | 1959-11-11 |
Family
ID=9759752
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB351358A Expired GB823505A (en) | 1958-02-03 | 1958-02-03 | New phosphate esters suitable for use as pest control agents |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR1173048A (en) |
| GB (1) | GB823505A (en) |
-
1957
- 1957-03-18 FR FR1173048D patent/FR1173048A/en not_active Expired
-
1958
- 1958-02-03 GB GB351358A patent/GB823505A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR1173048A (en) | 1959-02-18 |
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