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Journal of Chemistry
Volume 2013, Article ID 497515, 5 pages
Research Article

Kinetic Study of the Oxidation of Catechols in the Presence of N-Methylaniline

1Department of Chemistry, Shahr-e-Qods Branch, Islamic Azad University, Tehran, Iran
2Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Zanjan, Iran

Received 23 June 2012; Revised 29 July 2012; Accepted 3 August 2012

Academic Editor: Alvin A. Holder

Copyright © 2013 Lida Khalafi et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.


The reactions of electrochemically generated o-quinones from oxidation of catechol and 4-methylcatechol as Michael acceptors with N-methylaniline as nucleophile have been studied using cyclic voltammetry. Voltammetric responses show that oxidation of catechols is followed by Michael addition of N-methylaniline. The reaction products are believed to be diphenylamine derivatives of catechols that undergo electron transfer at more negative potentials than the catechols. The observed homogeneous rate constants for Michael addition were estimated by digital simulation and show that the reactivity of 4-methyluinone is considerably less than o-quinone. The oxidation potentials of the desired products drastically depend on the solution pH and their structures.