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Investigation of the electrochemical behavior of catechol and 4-methylcatechol in the presence of methyl mercapto thiadiazol as a nucleophile: application to electrochemical synthesis
, Article Journal of Applied Electrochemistry ; Volume 40, Issue 1 , 2010 , Pages 115-122 ; 0021891X (ISSN) ; Rastgar, S ; Sharif University of Technology
Abstract
The present study concerns the electrochemical behavior of catechol and 4-methylcatechol in the presence of 2-mercapto-5-methyl-1,3,4-thiadiazole (MMT) in aqueous medium on the surface of the glassy carbon electrode by means of cyclic voltammetry and controlled-potential coulometry. The oxidation mechanism was deduced from voltammetric and spectrophotometric data. The electro-generation of quinoid intermediates and their subsequent Michael-type reaction with MMT has been investigated as a clean and convenient strategy for the synthesis of corresponding reaction products. In addition, electro-synthesis of Michael addition products has been successfully accomplished by controlled-potential...