Solvent Effects on the Kinetics of the Dakin-West Reaction
American Journal of Physical Chemistry
Volume 5, Issue 6, December 2016, Pages: 118-127
Received: Nov. 21, 2016; Accepted: Dec. 5, 2016; Published: Jan. 12, 2017
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Author
Ayman Abdelaziz Osman, Department of Chemistry, College of Science and Home Economic, Bisha University, Bisha, Saudi Arabia; Departmen of Chemistry, College of Science and Education, University of West Kurdofan, EL Nuhud, Sudan
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Abstract
The rate of the Dakin-West reaction have been investigated in Me2SO, THF and CH3CN at the temperature range (55–70) are reported. First order rate constants were obtained in each case. A Bronsted slope was found to be equal -0.0277 indicates that the transition state is very reactant-like and the proton has barely moved. Further, the solvent effect was considered from two points of mechanistic view: the thermodynamic transfer function of Me2SO to CH3CN and THF where the rate was found to be fast in Me2SO and slow in THF and CH3CN and the Kirkwood-Buff preferential solvation with aqueous Me2SO, CH3CN and THF. The techniques supported the proposed transition state structure.
Keywords
Dakin-West Reaction, Kirkwood-Buff Theory, Azlactone, Thermodynamic Transfer Function, Solvent Effect, Bronsted Plot, Activity Coefficient
To cite this article
Ayman Abdelaziz Osman, Solvent Effects on the Kinetics of the Dakin-West Reaction, American Journal of Physical Chemistry. Vol. 5, No. 6, 2016, pp. 118-127. doi: 10.11648/j.ajpc.20160506.13
Copyright
Copyright © 2016 Authors retain the copyright of this article.
This article is an open access article distributed under the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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