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Aspects of tautomerism. 7. Study of keto participation in alkaline hydrolysis of normal esters of .gamma.-keto acids

Bhatt, Vivekananda M and Rao, Venkoba G and Rao, Sundarraja K (1979) Aspects of tautomerism. 7. Study of keto participation in alkaline hydrolysis of normal esters of .gamma.-keto acids. In: Journal of Organic Chemistry, 44 (6). pp. 984-989.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo01320a022

Abstract

Study of the alkaline hydrolysis of a number of variously substituted normal o-benzoylbenzoic esters has been reported. Although carbonyl-assisted hydrolysis is the general rule, in compounds containing strongly electron-donating groups, the ester function is directly attacked. The cause of rate enhancement in carbonyl-assisted hydrolysis and in greater detail the case of 6-substituted derivatives are discussed. It is shown that the carbonyl-assisted hydrolyses are characterized by decreased sensitivity to leaving-group structure. The implications of this result are pointed out.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 16 Dec 2010 07:00
Last Modified: 16 Dec 2010 07:00
URI: http://eprints.iisc.ernet.in/id/eprint/34511

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