화학공학소재연구정보센터
Journal of Electroanalytical Chemistry, Vol.671, 44-50, 2012
Electrochemical study of quinizarin in the presence of arylsulfinic acids: Synthesis of new sulfone derivatives of quinizarin
Electrochemical oxidation of 1,4-dihydroxyanthraquinone (quinizarin) has been studied in the presence of arylsulfinic acids as nucleophiles in acetonitrile/water mixture by means of cyclic voltammetry as a diagnostic technique. The results indicate that the arylsulfinic acids participate in Michael type addition reaction with the oxidized form of quinizarin, converts it to the corresponding new sulfone derivatives of quinizarin. On the basis of our results, depending on the applied potential, two different series of products are isolated. Furthermore, based on an EC mechanism, the observed homogeneous rate constants (k(obs)) of the reaction of oxidized form of quinizarin with arylsulfinic acids were estimated by comparing the experimental cyclic voltammograms with the digital simulated results. The calculated k(obs) was found to vary in the order p-toluenesulfinic acid (2a) > benzensulfinic acid (2b) > p-chlorobenzenesulfinic acid (2c). (C) 2012 Elsevier B.V. All rights reserved.