Anodic oxidation of thioureido derivatives of biogenic amines at a glassy carbon electrode in an aqueous medium

• Published in: Journal of electroanalytical chemistry (Lausanne, Switzerland) Vol. 410; no. 1; pp. 87 - 92
• Main Authors: González Lomba, José R., Gil, Eduardo Pinilla, Moreno, Pedro Cintas, García-Moncó Carra, Rosa M, Misiego, Antonio Sánchez
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 1996; Elsevier Science
• Subjects: Aqueous medium; Biogenic amines; Chemistry; Electrochemistry; Exact sciences and technology; General and physical chemistry; Glassy carbon electrode; Kinetics and mechanism of reactions; Oxidation; Thioureido; Glassy carbon electrode; Oxidation; Thioureido; Aqueous medium; Biogenic amines; Ethanol; Experimental study; Carbon; Anodization; Organic solvent; Sodium Perchlorates; Medium effect; Enantiomer; Biogenic amine; Reaction mechanism; pH; Benzenic compound; Aqueous solution; Secondary alcohol; Electrochemical reaction; Organic compounds; Disk electrode; Glassy state
• ISSN: 1572-6657; 1873-2569
• DOI: 10.1016/0022-0728(96)04550-0

The electrochemical oxidation of three biologically important amines, such as ephedrine, pseudoephedrine and norephedrine, after derivatization with phenylisothiocyanate was investigated by means of cyclic voltammetry on a glassy carbon electrode. The corresponding thioureido derivatives can be oxidized through two one-electron steps at acidic pH values, presumably involving the intermediacy of proton transfers. A mechanistic pathway is also established on the basis of experimental data. Remarkably, this derivatization envisages a novel and advantageous protocol for the separation and subsequent determination of sympathomimetic amines by liquid chromatography coupled with electrochemical detection.