Allene Chemistry. IV. Unsymmetrical Terminal Thiol—Allene Diadducts. The Effect of Allylic Reversal1

DN Hall, AA Oswald, K Griesbaum

Index: Hall,D.N. et al. Journal of Organic Chemistry, 1965 , vol. 30, p. 3829 - 3834

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Citation Number: 13

Abstract

Results The addition of thiols to equimolar amounts of allyl sulfides with ultraviolet irradiation occurs readily. The reaction of simple aliphatic and aromatic thiols at 17" is essentially complete in 9.5 hr.(Table I). In the absence of ultraviolet light or peroxide, the reaction is very slow; g. 1. pc analyses of reaction mixtures, stored several days at ambient temperatures, showed no evidence of product formation. These observations confirm the free-radical ...