Title

A Kinetic Study of the Dehydrobromination of Substituted B-Bromopropionanilides in 95% Ethanol

Publication Year

1972

Keywords

chemistry, kinetic study, dehydrobromination, ethanol, bromopropionanilides, chemical reactions

Disciplines

Chemistry | Physical Sciences and Mathematics

Abstract

The reaction of substituted beta-bromopropionanilides with the base tri-ethyl amine has been shown to proceed by way of an elimination reaction whereby the beta-bromine and the alpha hydrogen are removed from the molecule, thus forming an alkene. It will be the purpose of this paper to study, by means of the Hammett equation, the effects of substituent groups on the rate and mechanism of this reaction. Evidence will also be presented supporting the conclusion that, in reality, the observed rate constant for the reaction is actually that for a competition between substitution and elimination. The substituent groups used in this study are p-CH3, p-OCH3, p-Br, p-Cl, p-COOC2H5, p-NO2, and -H. However, it is found that the nitro-substituted compound would not dissolve satisfactorily and therefore, no kinetic studies were made on this compound.

Department 1 Awarding Honors Status

Chemistry

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