Allylic Rearrangements. LI. Displacement Reactions in Trifluoromethylallyl Systems1

JA Pegolotti, WG Young

Index: Pegolotti,J.A.; Young,W.G. Journal of the American Chemical Society, 1961 , vol. 83, p. 3258 - 3262

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Citation Number: 4

Abstract

Kinetic studies of the reactions of azide ion in 70% acetone-30~~, water and iodide ion in anhydrous acetone with cy-and 7-trifluoromethylallyl p-bromobenzenesulfonates and r- trifluorometh~ lall?-l chloride indicate that a 7-trifluoromethyl group enhances the rate of nucleophilic displacement upon allylic compounds. An Sx2'niechanism for nucleophilic attack upon cy-trifluoromethylallyl p-bro~ nobenzenesul€ onate is discussed