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Self-protonation effects in the electrochemical reduction mechanism of p-nitrobenzoic acid

✍ Scribed by E. Brillas; G. Farnia; M.G. Severin; E. Vianello

Publisher
Elsevier Science
Year
1986
Tongue
English
Weight
803 KB
Volume
31
Category
Article
ISSN
0013-4686

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✦ Synopsis

The electrochemical reduction mechanism of pnitrobenzoie acid (NBA) in DMF has been investigated by cyclic voltammetry, poiarography and controlled potential macroscale elecWolysis. The stoiehiometry of the reaction occurring at the first cathodic wave involves 0.8 Faraday and yields 0.2 moles of phydroxylaminobenzoi acid and II8 moles of the conjugate base of NBA, per mole of substrate consumed. This overall reaction is consistent with a mechanism involving four electron steps and four proton transfers from NBA to its basic reduction intermediates (self-protonation mechanism). Comparison with the voltammetric behaviour of the methyl ester of NBA supports the mechanism and allows to single out the spa&s responsible for the successive reduction waves of NBA. The kinetic analysis of the self-protonation process in the conditions of cyclic voltammetry, allows to assign the rate determining steps of the overall reaction and to evaluate the rate constant of the oroton transfer from NBA to the anion radical formed by _ reversible one electron transfer to the latter. JNTRODUCI'ION In the course of the electrochemical

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