15515-69-2Relevant academic research and scientific papers
Functional Sulfur-Containing Compounds. XI. Reactions of 2,3-Epoxypropyl Sulfides with Thionyl Chloride
Kalugin,Litvinov
, p. 1260 - 1266 (2007/10/03)
Reactions of 2,3-epoxypropyl sulfides and 3-chloro-2-hydroxypropyl sulfides with thionyl chloride, as well as halogenation of allyl ethyl sulfide with phosphorus pentachloride, result in formation of bis(chloromethyl)methyl sulfides. Alkyl and allyl bis(chloromethyl)methyl sulfides react with potassium acetate in dimethylformamide or acetic acid to yield 2-alkyl(allyl)thio-1,3-propanediyl diacetates. The reaction of bis(chloromethyl)methyl phenyl sulfide with potassium acetate in dimethylformamide gives exclusively 2-phenylthio-2-propenyl acetate, whereas in acetic acid a mixture of 2-phenylthio-1,3-propanediyl diacetate and 3-phenylthio-1,2-propanediyl diacetate is formed.
FUNCTIONALLY SUBSITUTED SULFUR-CONTAINING COMPOUNDS. 9. REASTIONS OF 2-OXIRANES WITH ACETIC ANHYDRIDE AND ACETYL CHLORIDE
Kalugin, V. E.,Litvinov, V. P.
, p. 1391 - 1394 (2007/10/02)
Reaction of 2-oxiranes with acetic anhydride gives a mixture of 3-(organylthio)-1,2-diacetoxypropane and 2-(organylthio)-1,3-diacetoxypropane, and with acetyl chloride a mixture of 2-chloro-3-(organylthio)-1-acetoxypropane and 3-chloro-2-(organylthio)-1-acetoxypropane.In both cases, the ratio of the isomers depends on the nature of the organylthio group and on the nature of the electrophile.
