Rearrangement of esters in the gas phase. II. Substituent effects on the rate of isomerization of allylic esters

ES Lewis, JT Hill, ER Newman

Index: Lewis,E.S. et al. Journal of the American Chemical Society, 1968 , vol. 90, p. 662 - 668

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Citation Number: 34

Abstract

Abstract: The earlier studies on rearrangement of crotyl esters are extended to the study of a- and y-trifluoromethylallyl trifluoroacetates (IV and V), allyl-a-dz trifluoroacetate (I), allyl-l* O trifluoroacetate (111), a, P-dimethylallyl acetate (VII), and a, y-dimethylallyl acetate (X). In some cases a minor but detectable rearrangement to cis-as well as rrans-y-substituted allyl derivatives is observed. The rate of rearrangement of allyl acetate is within experimental ...