Journal of Physical Organic Chemistry

The importance of the ortho effect in the solvolyses of 2, 6??difluorobenzoyl chloride

KH Park, DN Kevill

文献索引：Park, Kyoung-Ho; Kevill, Dennis N. Journal of Physical Organic Chemistry, 2012 , vol. 25, # 3 p. 267 - 270

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被引用次数: 5

摘要

Abstract The ortho effect of the chloro substituents in 2, 6-dichlorobenzoyl chloride sufficiently hindered attack on the acyl carbon such that an ionization mechanism was observed over the full range of solvents studied. We now compare this behavior with that of 2, 6-difluorobenzoyl chloride. The smaller fluoro substituents allow the dominant pathway to be addition–elimination (association–dissociation) in all solvents except those rich in ...