A Contribution on the Elucidation of the Electrooxidation Mechanism of Gentisaldehyde on a Glassy Carbon Electrode

The electrochemical behavior of gentisaldehyde (2,5-dihydroxibenzaldehyde) on a glassy carbon electrode is studied by linear-sweep cyclic voltammetry finding one to three oxidation peaks, depending on both the number of cycles recorded and the pH, and one reduction peak. The oxidation product was th...

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Detalles Bibliográficos
Autores: Estévez Brito, Rafael, Rodríguez Mellado, José Miguel, Palma López, Alberto, Ruiz Montoya, Mercedes, Rodríguez Amaro, Rafael, Mayén, Manuel
Tipo de recurso: artículo
Fecha de publicación:2016
País:España
Institución:Universidad de Huelva (UHU)
Repositorio:Arias Montano. Repositorio Institucional de la Universidad de Huelva
Idioma:inglés
OAI Identifier:oai:ariasmontano.uhu.es:10272/23351
Acceso en línea:https://hdl.handle.net/10272/23351
Access Level:acceso abierto
Palabra clave:Gentisaldehyde
1,4-benzoquinone
Electrode kinetics
Antioxidants
Glassy carbon electrode
3303 Ingeniería y Tecnología Químicas
Descripción
Sumario:The electrochemical behavior of gentisaldehyde (2,5-dihydroxibenzaldehyde) on a glassy carbon electrode is studied by linear-sweep cyclic voltammetry finding one to three oxidation peaks, depending on both the number of cycles recorded and the pH, and one reduction peak. The oxidation product was the formyl-p-benzoquinone, generated by the oxidation of the biphenolic ring, and not the 2,5-dihydroxybenzoic acid (gentisic acid) that could be formed by oxidation of the aldehyde group. The mechanism proposed at pH < pK1 (8.42) from the analysis of cyclic and convoluted voltammograms involves the loss of an H+ ion from one hydroxyl group, a first quasi-reversible electron transfer to give a radical, and the release of a proton in a third step (the r.d.s.) followed by the second electron transfer to give the product. At pK1 < pH < pK2, the electroactive species is the anion that losses an ion H+ to give the dianion, the process being of the CEE type (chemical-electrochemical-electrochemical steps). At pH > pK2 (10.93) the process becomes of the EE type (electrochemical-electrochemical steps), no H+ ions being involved. Radicals species found justify the antioxidant capacity of gentisaldehyde.