Participation by ortho Substituents in the Dissociation of Iodobenzene Dichlorides

RM Keefer, LJ Andrews

Index: Keefer; Andrews Journal of the American Chemical Society, 1959 , vol. 81, p. 5329,5331

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Citation Number: 4

Abstract

The dichlorides of 2-iodoacetanilide, 2-iodobenzanilide, 2-iodobenzyl alcohol and 2/- iodobenzanilide, like those of 2-iodobenzoic acid and its methyl ester, equilibrate with their component iodobenzenes and chlorine in acetic acid much more rapidly than do their para isomers. It is suggested that the substituents ortho to the iodine atom in these dichlorides promote the reaction through a neighboring group type participation which involves ...