Abstract
For the first time, this paper presents the results of electrochemical oxidation of p-aminoacetanilide in aqueous solution with different pH values. The data indicate that electrochemically generated p-quinone-diimine is unstable in acidic and alkaline solution. It is hydrolyzed in acidic (pH range of 1–6) and alkaline (pH range of 12–13) media and it is dimerized and trimerized in intermediate pH values. The observed homogeneous rate constants (kobs) of the coupling reaction of p-aminoacetanilide with electrochemically generated p-quinone-diimine, was estimated by comparison of the experimental cyclic voltammograms with the digital simulated results in the pH range 7–9. In addition, based on electrochemical data, a green electrochemical protocol for the synthesis of a new yellow azo dye involving electrochemical oxidation of p-aminoacetanilide in aqueous phosphate buffer and in an undivided cell, using carbon anode is described.
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