Journal article

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

BD Andrews, AJ Poynton, ID Rae

Australian Journal of Chemistry | Published : 1972


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 N-H 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.

University of Melbourne Researchers

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