GB791588A - New pesticidal ester salts of phosphorothiolothionic acid - Google Patents
New pesticidal ester salts of phosphorothiolothionic acidInfo
- Publication number
- GB791588A GB791588A GB3045256A GB3045256A GB791588A GB 791588 A GB791588 A GB 791588A GB 3045256 A GB3045256 A GB 3045256A GB 3045256 A GB3045256 A GB 3045256A GB 791588 A GB791588 A GB 791588A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphorothiolothionate
- atom
- diethyl
- specified
- attached
- 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
- 239000002253 acid Substances 0.000 title abstract 9
- -1 ester salts Chemical class 0.000 title abstract 7
- 230000000361 pesticidal effect Effects 0.000 title abstract 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- 229910052757 nitrogen Inorganic materials 0.000 abstract 6
- 150000003839 salts Chemical class 0.000 abstract 6
- 235000015097 nutrients Nutrition 0.000 abstract 5
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 abstract 4
- 150000007513 acids Chemical class 0.000 abstract 4
- 239000012752 auxiliary agent Substances 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 3
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 3
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 3
- 125000004437 phosphorous atom Chemical group 0.000 abstract 3
- 229910052698 phosphorus Inorganic materials 0.000 abstract 3
- 229920006395 saturated elastomer Polymers 0.000 abstract 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 abstract 2
- 239000004141 Sodium laurylsulphate Substances 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- 239000000440 bentonite Substances 0.000 abstract 2
- 229910000278 bentonite Inorganic materials 0.000 abstract 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 abstract 2
- 239000004202 carbamide Substances 0.000 abstract 2
- 239000000969 carrier Substances 0.000 abstract 2
- PHHWLDOIMGFHOZ-UHFFFAOYSA-L disodium;dinaphthalen-1-ylmethanedisulfonate Chemical compound [Na+].[Na+].C1=CC=C2C(C(C=3C4=CC=CC=C4C=CC=3)(S(=O)(=O)[O-])S([O-])(=O)=O)=CC=CC2=C1 PHHWLDOIMGFHOZ-UHFFFAOYSA-L 0.000 abstract 2
- 239000003292 glue Substances 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 abstract 2
- 235000019341 magnesium sulphate Nutrition 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 239000011347 resin Substances 0.000 abstract 2
- 229920005989 resin Polymers 0.000 abstract 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 abstract 2
- 239000007787 solid Substances 0.000 abstract 2
- 239000000454 talc Substances 0.000 abstract 2
- 229910052623 talc Inorganic materials 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 210000002268 wool Anatomy 0.000 abstract 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical class OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000003840 hydrochlorides Chemical class 0.000 abstract 1
- 230000001931 phytocidal effect Effects 0.000 abstract 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
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Biochemistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention comprises acid addition salts of phosphorothiolothionic esters of the formula S=P(OR1)(OR2)-S-LX wherein R1 and R2 are alkyl radicals, L is a saturated aliphatic hydrocarbon radical in which the carbon atoms may be interrupted by an oxygen atom, a sulphur atom or an N-Alkyl substituent, and X represents a salt of a secondary aliphatic or heterocyclic amino radical attached to L through the amine nitrogen atom, said nitrogen atom not being attached to the same carbon atom as the sulphur atom linking L with the phosphorus atom. The compounds are prepared by reacting the corresponding bases of the above general formula with an appropriate acid. The examples describe the preparation of the hydrochlorides, hydrogen oxalates and para-toluenesulphonates of O:O1-diethyl S-b -diethylaminoethyl phosphorothiolothionate, O:O1-diethyl S - 1 - di - n - propylaminoprop - 2 - yl phosphorothiolothionate, O:O1 - diethyl S - 1 - diethylaminoprop - 2 - yl phosphorothiolothionate, O:O1-diethyl S - b - di - n - butylaminoethyl phosphorothiolothionate, O:O1 - diethyl S - b - piperidinoethyl phosphorothiolothionate, O:O1-diethyl S - 1 - diethylamino - 3 - ethoxyprop - 2 - yl phosphorothiolothionate, O:O1-diethyl S-b -di - n - propylaminoethyl phosphorothiolothionate, O:O1 - diethyl S - 3 - diethylaminopropyl phosphorothiolothionate, O:O1 - di - n - propyl S - b - diethylaminoethyl phosphorothiolothionate, O:O1 - di - n - propyl S - b - piperidinoethyl phosphorothiolothionate and O - ethyl O1 - n - propyl S - b - diethylaminoethyl phosphorothiolothionate.ALSO:A combined plant nutrient and pesticidal composition comprises an acid addition salt of a phosphorothiolothionic ester of the formula S= P(OR1) (OR2)-S-LX, wherein R1 and R2 are alkyl radicals, L is a saturated aliphatic hydrocarbon radical in which the carbon atoms may be interrupted by an oxygen atom, a sulphur atom of an N-alkyl substituent, and X represents a salt of a secondary aliphatic or heteroyclic amino radical attached to L through the amine nitrogen atom, said nitrogen atom not being attached to the same carbon atom as the sulphur atom linking L with the phosphorus atom, together with a plant nutrient and, if desired, a solid or liquid carrier and/or an auxiliary agent. Specified addition acids are hydrochloric, oxalic and para-toluenesulphonic acids. Specified plant nutrients are urea and magnesium sulphate. Specified carriers are water, nonphytocidal organic solvents, talc, kieselguhr, bentonite, other colloidal clays and powdered chalk. Specified auxiliary agents are spindle oil, glycerol, wool fat, sodium dinaphthylmethane disulphonate, sodium lauryl sulphate,glue and resin.ALSO:A pesticidal composition comprises an acid addition salt of a phosphorothiolothionic ester of the formula S=P(OR1)(OR2)-S-LX, wherein R1 and R2 are alkyl radicals, L is a saturated aliphatic hydrocarbon radical in which the carbon atoms may be interrupted by an oxygen atom, a sulphur atom or an N-Alkyl substituent, and X represents a salt of a secondary aliphatic or heterocyclic amino radical attached to L through the amine nitrogen atom, said nitrogen atom not being attached to the same carbon atom as the sulphur atom linking L with the phosphorus atom, together with a solid or liquid carrier and, if desired, an auxiliary agent and/or a plant nutrient. Specified addition acids are hydrochloric, oxalic and paratoluene-sulphonic acids. Specified carriers are water, non-phytocidal organic solvents, talc, kieselguhr, bentonite, other colloidal clays and powdered chalk. Specified auxiliary agents are spindle oil, glycerol, wool fat, sodium dinaphthylmethane disulphonate, sodium lauryl sulphate, glue and resin. Specified plant nutrients are urea and magnesium sulphate.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3045256A GB791588A (en) | 1955-03-30 | 1955-03-30 | New pesticidal ester salts of phosphorothiolothionic acid |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3045256A GB791588A (en) | 1955-03-30 | 1955-03-30 | New pesticidal ester salts of phosphorothiolothionic acid |
Publications (1)
Publication Number | Publication Date |
---|---|
GB791588A true GB791588A (en) | 1958-03-05 |
Family
ID=10307915
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3045256A Expired GB791588A (en) | 1955-03-30 | 1955-03-30 | New pesticidal ester salts of phosphorothiolothionic acid |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB791588A (en) |
-
1955
- 1955-03-30 GB GB3045256A patent/GB791588A/en not_active Expired
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