Electrochemical reduction of 2-nitroimidazole in aqueous mixed medium

J. A. Squella, L. J. Núñez-Vergara, A. Campero, J. Maraver, P. Jara-Ulloa, J. Carbajo

Resultado de la investigación: Contribución a una revistaArtículorevisión exhaustiva

9 Citas (Scopus)

Resumen

A detailed investigation of the electrochemical reduction of 2-nitroimidazole (2-NIm) in a mixed aqueous medium was carried out by means of cyclic voltammetry (CV) at a mercury electrode. The voltammetric behavior of 2-NIm in 60% dimethylformamide (DMF) (0.1 M tetrabutyl ammonium perchlorate, TBAP)/40% aqueous buffer (0.3 M KCl+0.015 M citric acid+0.03 M boric acid) is pH-dependent, changing from one irreversible reduction peak at acid pHs to two reduction peaks at alkaline pHs. At pH 2.5 it is possible to obtain a voltammetric pK which is due to the protonation-deprotonation equilibrium produced by the hydroxylamine derivative formed from the reduction of 2-NIm. This indicates that 2-NIm is reduced to the unprotonated hydroxylamine derivative above pH 2.5 and to its protonated form below it. At pH>7 it is possible to observe a cyclic voltammetric couple due to the one-electron reduction of 2-NIm to produce the corresponding nitro radical anion. Furthermore, the nitro radical anion disproportionates with a rate constant, k2, of 6.78× 105 M s-1 and a half-life, t12, of 1.5 ms for the first half-life. The voltammetric behavior of 2-NIm in aqueous mixed medium is substantially different from that described in nonaqueous medium; in fact, only in the aqueous medium is it possible to study in isolation the nitro radical anion.

Idioma originalInglés
Páginas (desde-hasta)F77-F81
PublicaciónJournal of the Electrochemical Society
Volumen154
N.º4
DOI
EstadoPublicada - 2007

Áreas temáticas de ASJC Scopus

  • Materiales electrónicos, ópticos y magnéticos
  • Energías renovables, sostenibilidad y medio ambiente
  • Superficies, recubrimientos y láminas
  • Electroquímica
  • Química de los materiales

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