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Nobel studies about the electrochemical oxidation of 2-[4- (N,N,dimethylamino) phenyl]-6-methyl benzothiazole (DPMBH) in acetonitrile (ACN) at platinum electrodes

Artículo

Autoría
FERNANDEZ, HECTOR
Fecha
2004
Editorial y Lugar de Edición
Elsevier Science Ltd.
Revista
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, vol. 572 (pp. 129-143) Elsevier Science Ltd.
Resumen Información suministrada por el agente en SIGEVA
The electrochemical oxidation mechanism of 2-[4-(N,N-dimethylamino) phenyl]-6-methyl benzothiazole (DPMBH) is studied in 0.1 M N(C4H9)4ClO4 + acetonitrile (ACN) reaction medium by cyclic (CV) and square wave voltammetries (SWV) as well as controlled potential bulk electrolysis at platinum electrodes. The primary radical cation formed by the one electron oxidation of DPMBH undergoes a deprotonation process followed by a radical-radical coupling, which is the rate-determining step. On the other h... The electrochemical oxidation mechanism of 2-[4-(N,N-dimethylamino) phenyl]-6-methyl benzothiazole (DPMBH) is studied in 0.1 M N(C4H9)4ClO4 + acetonitrile (ACN) reaction medium by cyclic (CV) and square wave voltammetries (SWV) as well as controlled potential bulk electrolysis at platinum electrodes. The primary radical cation formed by the one electron oxidation of DPMBH undergoes a deprotonation process followed by a radical-radical coupling, which is the rate-determining step. On the other hand, an initial quasi-reversible monoelectronic charge transfer mechanism is inferred from cyclic and square wave voltammograms recorded at scan rates and frequencies higher than 0.4 V s-1 and 40 Hz, respectively. Diffusion coefficients of DPMBH at different temperatures were calculated from the quasi-reversible convoluted cyclic voltammograms. DigiSim and COOL software?s were used to fit the quasi-reversible cyclic and square wave voltammetric responses, respectively. Formal potentials, formal rate constants and anodic transfer coefficients at different temperatures were evaluated from the fitting of cyclic voltammograms. The experimental activation parameters were also determined. The effect of analytical concentration of the reagent, the temperature as well as the addition of trifluoracetic acid and a strong base as lutidine on the electrochemical responses are discussed. Mass spectroscopy measurements were used to identify reaction products. A general reaction mechanism is proposed.
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Palabras Clave
ELECTROCHEMICAL OXIDATION2-[4-(N,N-DIMETHYLAMINO) PHENYL]-6-METHYL BENZOTHIAZOLESQUARE WAVE VOLTAMMETRYCYCLIC VOLTAMMETRY