Abstract

Electrochemical oxidation of 4-morpholinoaniline, N,N-diethyl-p-phenylenediamine and N,N-dimethyl-p-phenylenediamine in the presence of barbituric acid, 1,3-dimethylbarbituric acid and 2-thiobarbituric acid as nucleophiles have been studied in various pHs using cyclic voltammetry and controlled-potential coulometry. The reaction mechanism is believed to be ECEC including oxidation of 4-morpholinoaniline, (N,N-diethyl-p-phenylenediamine or N,N-dimethyl-p-phenylenediamine), intermolecular Michael addition, oxidation of adduct and intramolecular Michael addition. Final products are compounds containing barbiturates. The observed homogeneous rate constants (kobs) of reactions are estimated by digital simulation of cyclic voltammograms. Also the effects of nucleophile and electrophile structures on the rate constants of chemical reactions are described.

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