Study of the electrochemical oxidation of 4,6-dimethyldibenzothiophene on a BDD electrode employing different techniques
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INVESTIGACIONMetadatos
Título
Study of the electrochemical oxidation of 4,6-dimethyldibenzothiophene on a BDD electrode employing different techniquesAutoría
Fecha de publicación
2021-05-21Editor
Elsevier; International Society of Electrochemistry (ISE)ISSN
1572-6657Cita bibliográfica
Dávila, O. O., Bergeron, L. L., Jiménez, M. D., Sirés, I., Brillas, E., Navarro, A. R., ... & Llopis, J. S. (2021). Study of the electrochemical oxidation of 4, 6-dimethyldibenzothiophene on a BDD electrode employing different techniques. Journal of Electroanalytical Chemistry, 894, 115364.Tipo de documento
info:eu-repo/semantics/articleVersión
info:eu-repo/semantics/acceptedVersionPalabras clave / Materias
Resumen
The electrochemical oxidation of 4,6-dimethyldibenzothiophene (4,6-DMDBT) at low concentrations on a BDD anode was investigated in a monophasic acetonitrile (93.5% v/v)–water (6.5% v/v, 0.01 M LiClO4) solution. Two ... [+]
The electrochemical oxidation of 4,6-dimethyldibenzothiophene (4,6-DMDBT) at low concentrations on a BDD anode was investigated in a monophasic acetonitrile (93.5% v/v)–water (6.5% v/v, 0.01 M LiClO4) solution. Two oxidation steps related to the sequential formation of sulfoxide and sulfone derivatives were identified. Kinetic parameters such as the electron transfer coefficient α, the number of electrons nα involved in the rate-determining step, the total number of electrons n, the reaction rate constant k0 and the diffusion coefficient D of 4,6-DMDBT for the first transformation were determined by cyclic voltammetry, differential pulse voltammetry (DPV), square wave voltammetry and bulk electrolysis under potentiostatic conditions. The process was bielectronic with α = 0.57, nα = 1, k0 = 7.46 × 10−6 cm s−1 and D = 2.30 × 10−6 cm2 s−1. DPV was the most sensitive electroanalytical technique. Using 27 mg L−1 of 4,6-DMTDB, DPV allowed determining a conversion of 91% to sulfoxide after 60 min of electrolysis in a BDD/BDD cell at an anodic potential of 1.50 V, with an apparent rate constant of 0.034 min−1. The electrochemical characterization was corroborated via gas chromatography–mass spectrometry and ultra-high performance liquid chromatography coupled to electrospray ionization and quadrupole time-of-flight mass spectrometry, confirming the formation of the sulfoxide in the first step and the sulfone in the second one as main products, alongside a minor proportion of dimers. [-]
Publicado en
Journal of Electroanalytical Chemistry. Volume 894, 1 August 2021, 115364Datos relacionados
https://ars.els-cdn.com/content/image/1-s2.0-S1572665721003908-mmc1.docxEntidad financiadora
Benemérita Universidad Autónoma de Puebla (VIEP-BUAP) | SEP-DGESU
Código del proyecto o subvención
No. DSA/103.5/16/14302 | VIEP-BUAP-00654
Derechos de acceso
1572-6657/© 2021 Elsevier B.V. All rights reserved
info:eu-repo/semantics/openAccess
info:eu-repo/semantics/openAccess
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