Aspects of tautomerism. Part V. Solvent, substituent, and steric effects on the ring–chain tautomerism of o-benzoylbenzamides

Bhatt, MV and Ravindranathan, NH (1973) Aspects of tautomerism. Part V. Solvent, substituent, and steric effects on the ring–chain tautomerism of o-benzoylbenzamides. In: Perkin Transactions 2 (8). pp. 1160-1166.

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Abstract

Ring-chain tautomeric equilibria of o-benzoylbenzamides in 95% ethanol, chloroform, dioxan, and acetonitrile have been estimated using u.v. spectroscopy. Unlike the case of acids, solvent polarity has only a small effect. In ethanol the cyclic form is favoured. Electron-withdrawing groups in the amide-bearing ring disfavour the cyclic form. Substitution of methyl, ethyl, and phenyl groups on the nitrogen atom of the amide function results in increase of the proportion of the cyclic form in the first two cases and decrease in the last.

Item Type:	Journal Article
Publication:	Perkin Transactions 2
Publisher:	Royal Society of Chemistry
Additional Information:	Copyright of this article belongs to Royal Society of Chemistry.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	15 Jul 2010 06:25
Last Modified:	19 Sep 2010 06:10
URI:	http://eprints.iisc.ac.in/id/eprint/28737

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