Synthesis, spectroscopic, theoretical and structural studies of new trihalomethyl sulphenyl derivatives of 5-methyl-1,3,4-thiadiazole-2-thiol.
In: Journal of Physical Organic Chemistry, Jg. 16 (2003) ; Nr. 1, S. 1-8
Zeitschriftenaufsatz / Fach: Chemie
Although 2-mercapto-5-methyl-1,3,4-thiadiazole (mmtd) is commonly thought of as a thione tautomer, electrophilic substitution occurs on the thiol moiety. The tautomeric ability of mmtd allows a substitution reaction to take place at the sulfur; this is shown by reaction with Cl3-nFnCSCI compds. (n = 0-2) to give perhalomethyldithio thiadiazole derivs. Three novel perhalomethylsulphenyl compds., which exhibit a wide range of potentially interesting applications, were obtained and characterized by x-ray crystal diffraction, mass spectrometry, IR and Raman spectroscopy and d. functional theory calcns.
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