The Journal of Organic Chemistry

Orientational effects in ring-opening reactions of some unsymmetrically substituted episulfides

NV Schwartz

Index: Schwartz,N.V. Journal of Organic Chemistry, 1968 , vol. 33, # 7 p. 2895 - 2902

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Citation Number: 28

Abstract

The reactions of propylene sulfide, isobutylene sulfide, and chloropropylene sulfide with hydrogen chloride] acetyl chloride, and anhydrous chlorine have been found, contrary to earlier reports, to yield mixtures of isomeric products resulting from ring opening at both CS bonds. Propylene sulfide was treated with a number of other electrophilic reagents such as hydrogen bromide, acetyl bromide, bromine, acetic anhydride, and benzoyl chloride. In each case, mixtures ...