Journal of the American Chemical Society

Small-Ring Compounds. XXXVI. 3-Methylenecyclobutyl Bromide and 1-Methylcyclobut-2-enyl Bromide

EF Kiefer, JD Roberts

Index: Kiefer,E.F.; Roberts,J.D. Journal of the American Chemical Society, 1962 , vol. 84, p. 784 - 788

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Citation Number: 27

Abstract

3-Methylenecyclobutyl bromide and 1-methylcyclobut-2-enyl bromide have been synthesized from the cycloaddition products of allene with acrylonitrile and vinyl benzoate. The rate constants for solvolysis of the two bromides in aqueous ethanol have been determined and correlated with the solvolysis rates of a series of analogous bromides. 1- Methylcyclobut-2-enyl bromide appears to exhibit some rate enhancement due to cross- ...