The Journal of Organic Chemistry

Organic Esters of Bivalent Sulfur. III. Sulfoxylates

QE Thompson

Index: Thompson,Q.E. Journal of Organic Chemistry, 1965 , vol. 30, p. 2703 - 2707

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Citation Number: 25

Abstract

Saturated monohydric primary and secondary alcohols react with sulfur dichloride to give sulfoxylate esters, ROSOR, in 50-70% yield. Optimum temperatures are in the-75 to-95" range with methylene chloride or chloroform as solvent and triethylamine as acid acceptor. Benzyl and allyl alcohols behave abnormally and yield sulfinate esters. Glycols give polymeric materials as the major products, but cyclic sulfoxylates, Le., lJ3, 2-dioxathianes ( ...