GB967016A - Mixed sulphite diesters - Google Patents
Mixed sulphite diestersInfo
- Publication number
- GB967016A GB967016A GB2303262A GB2303262A GB967016A GB 967016 A GB967016 A GB 967016A GB 2303262 A GB2303262 A GB 2303262A GB 2303262 A GB2303262 A GB 2303262A GB 967016 A GB967016 A GB 967016A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphite
- tert
- phenyl
- tolyl
- alkyl
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C301/00—Esters of sulfurous acid
- C07C301/02—Esters of sulfurous acid having sulfite groups bound to carbon atoms of six-membered aromatic rings
-
- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C301/00—Esters of sulfurous acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises mixed sulphite diesters of a phenol or naphthol and a glycol ether, the glycol ether being an ether of a glycol having 1 to 10 alkyleneoxy groups each having 2 to 10 carbon atoms and an alcohol, phenol or naphthol. Preferably the diesters are of the formula <FORM:0967016/C1/1> wherein R is an alkyl, cycloalkyl, alkenyl, cyanoalkyl or haloalkyl or a phenyl or naphthyl radical unsubstituted or substituted by alkyl, cycloalkyl, halo alkyl, alkoxy orhalo; R1 is a phenyl or naphthyl radical unsubstituted or substituted by alkyl, cycloalkyl, haloalkyl, alkoxy or halo; n is 2 to 10 and m is 1 to 10. Where m is greater than 1, the repeating alkoxy groups may be the same or different. Examples of R include methyl, propyl, tert. butyl, isodecyl, cyclohexyl, allyl, methallyl, 2-cyanoethyl, 2-chloroethyl, 2,2,2-trichloroethyl, phenyl, 1-naphthyl, p-tolyl, isopropylphenyl, cyclohexyl phenyl, chloromethyl phenyl, methoxy phenyl, bromophenyl and pentachlorophenyl. Examples of R1 include phenyl, 1-naphthyl, p-tolyl, tert. butylphenyl, cyclohexylphenyl, chloromethylphenyl, methoxyphenyl, bromophenyl and pentachlorophenyl groups. Examples of the -(OCnH2n)- group are ethyleneoxy, trimethyleneoxy, tetramethyleneoxy, propyleneoxy, and 1, 2-dimethylethyleneoxy. The esters are prepared from the chlorosulphinates of the glycol ethers by treatment in a solvent, for example, benzene, xylene or solvent naphtha with the phenol in the presence of an HCl acceptor, for example: pyridine, aniline or trimethylamine, at between -10 DEG and 50 DEG C. These compounds may be used as insecticides (see Division A5). The above chlorosulphinates may be prepared by reaction at between -5 DEG C. and 30 DEG C. of thionyl chloride with the required glycol ethers which may be prepared by the reaction of one mole of the alcohol or phenol with 1 to 10 moles of alkylene oxide preferably in the presence of alkali.ALSO:Insecticide compositions contain as the active ingredients, sulphite di-esters of a phenol or naphthol and a glycol ether, the glycol ether being an ether of a glycol having 1 to 10 alkyleneoxy groups each having 2 to 10 carbon atoms and an alcohol, phenol or naphthol, preferably of the formula <FORM:0967016/A5-A6/1> wherein R is an aliphatic radical, e.g. alkyl, cycloalkyl, alkenyl, cyanoalkyl or haloalkyl or a phenyl or naphthyl radical unsubstituted or substituted by alkyl, cycloalkyl, haloalkyl, alkoxy or halo; R1 is a phenyl or naphthyl radical, unsubstituted or substituted by alkyl, cycloalkyl, haloalkyl, alkoxy or halo; n is 2 to 10 and m is 1 to 10 (see Division C2). The chemicals may be applied as dusts mixed with powdered solid carriers, for example, mica, talc, pyrophyllite and clays; as liquids or sprays when dissolved in a solvent, for example, octane, benzene or kerosene or as aerosol sprays when dissolved directly in an aerosol carrier. They are preferably used in aqueous emulsions containing an anionic, non-ionic or cationic surface active dispersing agent or as aqueous suspensions containing solid powder carriers and dispersing agents. Examples describe the use of o - tolyl - p - tert. butylphenoxy isopropyl sulphite, o-tolyl-isodecoxyethyl sulphite and nonylphenyl - p - tert. butylphenoxy isopropyl sulphite in the control of mosquito larv , and o-tolyl - p - tert. butylphenoxy isopropylsulphite, o - tolyl - isodecoxyethyl sulphite, nonylphenyl-p - tert. butylphenoxy isopropyl sulphite, p-tert. butylphenyl - p - tert. amylphenoxyethyl sulphite and o-tolyl-p-tert. amylphenoxyethyl sulphite in the control of mites.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US13174361A | 1961-08-16 | 1961-08-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB967016A true GB967016A (en) | 1964-08-19 |
Family
ID=22450825
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2303262A Expired GB967016A (en) | 1961-08-16 | 1962-06-15 | Mixed sulphite diesters |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE620216A (en) |
CH (1) | CH409934A (en) |
GB (1) | GB967016A (en) |
LU (1) | LU42067A1 (en) |
NL (1) | NL121307C (en) |
-
1962
- 1962-06-15 GB GB2303262A patent/GB967016A/en not_active Expired
- 1962-07-13 BE BE620216A patent/BE620216A/fr unknown
- 1962-07-16 LU LU42067D patent/LU42067A1/xx unknown
- 1962-07-25 NL NL281413A patent/NL121307C/xx active
- 1962-08-03 CH CH933262A patent/CH409934A/en unknown
Also Published As
Publication number | Publication date |
---|---|
NL121307C (en) | 1966-10-17 |
DE1567198B1 (en) | 1972-07-27 |
CH409934A (en) | 1966-03-31 |
BE620216A (en) | 1962-11-05 |
LU42067A1 (en) | 1962-09-17 |
NL281413A (en) | 1964-12-10 |
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