Halogenated ketenes. VIII. Dihaloketene reactivities in an acylation reaction

WT Brady, WL Vaughn, EF Hoff

Index: Brady,W.T. et al. Journal of Organic Chemistry, 1969 , vol. 34, p. 843 - 845

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Citation Number: 11

Abstract

A kinetic study was made of the acylation of 3-pentanol with butylethyl-, dibromo-, diethyl-, dichloro-, dimethyl-, and diphenylketenes. All reactions were first order in keteneand first order in alcohol. The reactivity of the ketenes increases in the order given. The acylation of 3- pentanol with diphenylketene occurred at a faster rate in a nonpolar solvent. These results are interpreted to suggest a onestep process involving a cyclic transition state and ...