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Aspects of tautomerism: part 14 - alcoholysis of A-ring substituted o-benzoylbenzoyl chlorides: evidence for solvent involvement in determining nature of transition state

Bhatt, Vivekananda M and Vishwanatha, Somayaji and Shashidhar, MS (1984) Aspects of tautomerism: part 14 - alcoholysis of A-ring substituted o-benzoylbenzoyl chlorides: evidence for solvent involvement in determining nature of transition state. In: Indian Journal of Chemistry, Sect. B: Organic Chemistry including Medicinal Chemistry, 23 (12). pp. 1219-1222.

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Abstract

Rates of alcoholysis of A-ring substituted o-benzoylbenzoyl chlorides I $(R=H, Me, Br, NO_2)$ with 10% methanol, 10% ethanol, 50% isopropanol, and 50% cyclohexanol in acetone medium have been measured. The Hammett p-values range from -2.2 to -0.76. These results have been interpreted as evidence for transition states which vary gradually in their degree of charge separation and have features of both $SN_1$ and $SN_2$ reactions.

Item Type: Journal Article
Publication: Indian Journal of Chemistry, Sect. B: Organic Chemistry including Medicinal Chemistry
Publisher: Council of Scientific & Industrial Research
Additional Information: Copyright of this article belongs to Council of Scientific & Industrial Research.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 07 May 2008
Last Modified: 27 Aug 2008 13:21
URI: http://eprints.iisc.ac.in/id/eprint/13841

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