The Journal of Organic Chemistry

Preparation and reaction of compounds related to 2, 2, 4, 4-tetramethylpentane-3-thiol [di (tert-butyl) methanethiol]

J Buter, RM Kellogg

Index: Buter,J.; Kellogg,R.M. Journal of Organic Chemistry, 1977 , vol. 42, # 6 p. 973 - 976

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Citation Number: 6

Abstract

Reduction with lithium aluminum hydride of 2, 2, 4, 4-(tetramethyl) pentane-3-thione (3) gives the thiol (2). Treatment of 2 with chlorine affords 2, 2, 4, 4-(tetramethyl) pentane-3- sulfenyl chloride (41, the reactions of which were investigated. Substitution of 4 on sulfur proceeds normally with diazomethane, phthalimide. and methanol. Hydrolysis of 4 likely provides the corresponding sulfenic acid (ll), which dimerizes to a thiol sulfoxide (7). ...