Australian Journal of Chemistry

Aromatic amides. VII. Steric hindrance to hydrogen bonding in ortho-substituted acetanilides

BD Andrews, AJ Poynton, ID Rae

Index: Andrews,B.D. et al. Australian Journal of Chemistry, 1972 , vol. 25, p. 639 - 646

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Citation Number: 4

Abstract

Abstract A series of 2-substituted 3, 5-dimethylanilines and their N-acetyl derivatives have been synthesized, and their proton magnetic resonance spectra recorded. Intramolecular hydrogen bonding between the amide NH and the 2-substituent is disturbed by steric hindrance of the 2-substituent only in the case of the 2-nitro, 2-acetyl, and 2- methoxycarbonyl substituents.