期刊
JOURNAL OF ELECTROANALYTICAL CHEMISTRY
卷 731, 期 -, 页码 1-5出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jelechem.2014.07.032
关键词
Methyl triclosan; 2,4-Dichloro-1-(4-chloro-2-methoxyphenoxy)benzene Carbon cathodes; Carbon-chlorine bond cleavage; Electrochemical reduction
资金
- National Institutes of Health [1S10RR016657-01]
Methyl triclosan [2,4-dichloro-1-(4-chloro-2-methoxyphenoxy)benzene, 1], which is now considered an environmental pollutant, has been shown to be formed via microbial methylation of triclosan [5-chloro2-(2,4-dichlorophenoxy)phenol, 2]. In the present work, cyclic voltammetry and controlled-potential (bulk) electrolysis have been employed to investigate the direct reduction of I at glassy carbon electrodes in dimethylformamide (DMF) containing 0.050 M tetramethylammonium tetrafluoroborate (TMABF(4)). Cyclic voltammograms for the reduction of 1 at a glassy carbon electrode exhibit three irreversible cathodic peaks with peak potentials of -1.72, -2.07, and -2.35 V (versus a cadmium-saturated mercury amalgam reference electrode). These three peaks correspond, respectively, to (a) scission of the ortho C-Cl bond, (b) cleavage of the two para C-Cl bonds, and (c) rupture of the C-O bond. Controlled-potential (bulk) electrolyses of 1 at reticulated vitreous carbon electrodes result in the formation of mixtures of 4-chloro-1-(4-chlorophenoxy)-2-methoxybenzene (3), 4-chloro-2-methoxy-1-phenoxybenzene (4a), 1(4-chlorophenoxy)-2-methoxybenzene (4b), 1-methoxy-2-phenoxybenzene (5), anisole (6), and phenol. (C) 2014 Elsevier B.V. All rights reserved.
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