Absolute rate constants for bromine abstraction from N-bromoimides and Br2 by alkyl radicals

JM Tanko, PS Skell, S Seshadri

Index: Tanko, James M.; Skell, Philip S.; Seshadri, Sri Journal of the American Chemical Society, 1988 , vol. 110, # 10 p. 3221 - 3225

Full Text: HTML

Citation Number: 13

Abstract

Abstract: Imidyl radicals react with cyclopropanes solely via hydrogen abstraction. In the case of methylcyclopropane, the major product (cyclopropylcarbinyl bromide) is derived from abstraction of hydrogen from the methyl group. The resultant cyclopropylcarbinyl radical is partitioned between two pathways:(1) abstraction of Br from N-bromoimide and (2) rearrangement to the allylcarbinyl radical (eventually yielding 4-bromo-1-butene). Since ...