The isomerization of alkyl thiocyanates to isothiocyanates

PAS Smith, DW Emerson

Index: Smith,P.A.S.; Emerson,D.W. Journal of the American Chemical Society, 1960 , vol. 82, p. 3076 - 3082

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Citation Number: 65

Abstract

The rates of rearraiigement of several thiocyanates have been found to be first order. Allyl and 2-iriethylallyl tliiocyaiiatrs rearrange at the same rate in solvents of various polarity, and are believed to pass through a cyclic intermediate in which tlie thiocyanate group is not detached from the alkyl group. Cinnarnyl thiocyanate, on the other hand, rearranges much more difficultly, and the rate is enhanced by an increase in the polarity of the solvent. ...