Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on the Sulfur-containing Chelating Agents.XV.Thioxo-thioenol Tautomerism in Ethyl β-Mercaptothiocinnamates and β-Mercaptocinnamamides
Akira YokoyamaHisashi Tanaka
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1967 Volume 15 Issue 3 Pages 290-295

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Abstract
Thioxo-thioenol tautomerism was discussed in ethyl β-mercaptothiocinnamate and β-mercaptocinnamamides, in connection with their chelating abilities, through the ultraviolet absorption spectra in various solvents, and the estimation of the thioenol by the iodometry. Ethylβ-mercaptothiocinnamate and N-phenyl-β-mercaptocinnamamide were confirmed to be present mainly as the cis-thioenol form, and the equilibrium should be considered only between th thioxo and the cis-thioenol forms. On the contrary, in N-ethyl-β-mercaptocinnamamide, the trans-thioenol form should be taken into consideration in its thioxothioenol tautomerism.
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© The Pharmaceutical Society of Japan
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