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Mechanism of reduction and oxidation of some derivatives of 7-oxo-5,5-dimethyl-4,5,6,7-tetrahydrobenzothiazole

V. Zelenská, V. Madajová, and I. Zelenský

Department of Analytical Chemistry, Faculty of Natural Sciences, Komenský University, 816 50 Bratislava


Abstract: The mechanism of the polarog. redn. or oxidn. of 2-amino, 2-chloro, and 2-hydroxy derivs. of 7-oxo-5,5-dimethyl-4,5,6,7-tetrahydrobenzothiazole in acid medium was studied. The chloro deriv. is reduced in two 2-electron stages through 7-oxo-5,5-dimethyl-4,5,6,7-tetrahydrobenzothiazole to 7-oxo-5,5-dimethyl-2,3,4,5,6,7-hexahydrobenzothiazole. The amino deriv. is reduced in acid medium in a single 4-electron step and the product of redn. is identical with the product of 4-electron redn. of the chloro deriv. In alk. medium, the amino deriv. gives an anodic wave which corresponds to the dissoln. of Hg entering into a chelate with the amino-enol form of the studied amine. The 2-hydroxy deriv. is polarog. inactive over the whole pH range, owing to its oxothiazoline structure.

Full paper in Portable Document Format: 325a667.pdf


Chemical Papers 32 (5) 667–676 (1978)

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