GB637295A - An improved manufacture of sulphur-bearing alcohols - Google Patents
An improved manufacture of sulphur-bearing alcoholsInfo
- Publication number
- GB637295A GB637295A GB955446A GB955446A GB637295A GB 637295 A GB637295 A GB 637295A GB 955446 A GB955446 A GB 955446A GB 955446 A GB955446 A GB 955446A GB 637295 A GB637295 A GB 637295A
- Authority
- GB
- United Kingdom
- Prior art keywords
- thio
- tertiaryoctyl
- alkyl
- tertiary
- give
- 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
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
High molecular weight beta (tertiary-alkyl thio) alcohols of the general formula <FORM:0637295/IV (b)/1> where the R groups are alkyl, groups which may or may not be the same and RI, RII, RIII and RIV are hydrogen atoms or alkyl groups, are prepared by the reaction of a high molecular weight tertiary mercaptan, preferably containing 6-20 carbon atoms with an alkylene oxide in the presence of an alkaline compound such as an alkali metal, or alkaline earth metal hydroxide or an alkyl ammonium hydroxide such as tetramethyl ammonium hydroxide as a catalyst. The reaction temperature may be from 0 DEG to 150 DEG C., preferably between 20 DEG and 100 DEG C. and the catalyst may be an aqueous solution of say 5-50 per cent of an alkaline compound. b -Tertiary-alkyl thio ethanols prepared by the reaction include the tertiarybutyl, tertiaryamyl, tertiaryoctyl and tertiarydecyl derivatives of b -thio-ethanol; the tertiarybutyl, tertiaryoctyl and tertiarydodecyl derivatives of b -thio-isopropanol; the tertiarybutyl and tertiarycetyl derivatives of thio-tertiarybutanol and b -(tertiarycetyl thio) secondary-butanol. Chemical derivatives of these compounds such as ethers and esters may be prepared by the usual chemical methods. The alcohols and their derivatives may be used as plasticizers, antioxidants, wetting agents fungicides and in particular as insecticides. The halides, prepared by reaction with hydrogen halides, may be reacted with alkali cyanides to give the nitriles, which on hydrolysis give the acids. The nitrates of the alcohols are used as ignition promoters in diesel fuels. In examples: (1) ethylene oxide is passed into diisobutyl mercaptan in aqueous caustic soda to give b -(tertiaryoctyl thio) ethanol; (2) propylene oxide is used instead of ethylene oxide in the process of (1) to give b -(tertiaryoctyl thio) isopropanol; (3) ethylene (oxide is passed into a tertiarydodecylmercaptan in aqueous caustic soda, giving b -(tertiarydodecyl thio) ethanol; (4) propylene oxide is used instead of ethylene oxide in the process of (3) to give b -(tertiarydodecyl thio) isopropanol; (5) b -(tertiaryoctyl thio) ethanol in mineral oil is used as an insecticide, and (6) b -tertiaryoctyl thio) isopropanol is used in the same manner.ALSO:Insecticidal compositions comprise b -(tertiary-alkyl) thio ethanols of the general formula <FORM:0637295/VI/1> where the R groups represent alkyl groups similar or not, and RI, RII, RIII and RIV are hydrogen atoms or alkyl groups, admixed with a carrier. Suitable compositions are those formed with inert carriers such as diatomaceous earth, bentonite, talc, sulphur and wood flours but in the preferred composition the compound is dissolved in mineral oil. The solution in mineral oil may be utilised in aqueous emulsion. The thio ethanols may also be dissolved in a volatile solvent such as Freon and may be used in combination with other toxicants such as D.D.T., Rotenone and Pyrethrum. Further possible combinations include admixtures with inorganic pigments, organic dyes, lead arsenate, pyrethrins, cryolite, zinc sulphide, organic thiocyanates and nicotine. In examples (5) b -(tertiary-octyl thio) ethanol is dissolved in mineral oil to give an insecticidal composition and (6)b -(tertiary-octyl thio) isopropanol is similarly compounded.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB955446A GB637295A (en) | 1946-03-27 | 1946-03-27 | An improved manufacture of sulphur-bearing alcohols |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB955446A GB637295A (en) | 1946-03-27 | 1946-03-27 | An improved manufacture of sulphur-bearing alcohols |
Publications (1)
Publication Number | Publication Date |
---|---|
GB637295A true GB637295A (en) | 1950-05-17 |
Family
ID=9874239
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB955446A Expired GB637295A (en) | 1946-03-27 | 1946-03-27 | An improved manufacture of sulphur-bearing alcohols |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB637295A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4088697A (en) | 1976-10-07 | 1978-05-09 | International Flavors & Fragrances Inc. | α-Oxy(oxo) sulfides and ethers |
-
1946
- 1946-03-27 GB GB955446A patent/GB637295A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4088697A (en) | 1976-10-07 | 1978-05-09 | International Flavors & Fragrances Inc. | α-Oxy(oxo) sulfides and ethers |
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