Steric requirements for free radical substitutions. I. Phenyl migration during bromination

H Meislich, J Costanza, J Strelitz

Index: Meislich,H. et al. Journal of Organic Chemistry, 1968 , vol. 33, # 8 p. 3221 - 3225

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Citation Number: 5

Abstract

Steric hindrance could be augmented by replacing the methyl groups of 1 with bulkier phenyl groups. For this reason, 1, 1, l12-tetraphenylethane (4) was prepared from benzylmagnesium chloride and triphenylchloromethane.” As the reaction of 4 with NBS in refluxing carbon tetrachloride proceeded, an orange-brown vapor, identified as bromine, was observed. The appearance of bromine presages an elimination of hydrogen bromide ...