Collect. Czech. Chem. Commun. 1980, 45, 3130-3139

Hydrolysis kinetics and mechanism of diarylthiocarbamates in 20% aqueous dioxane medium

Jaromír Mindl, Pavel Balcárek, Lubomír Šilar and Miroslav Večeřa

Department of Organic Chemistry, Institute of Chemical Technology, 532 10 Pardubice


Substituted S-aryl and O-aryl N-arylthiocarbamates have been synthetized. Kinetic studies of hydrolysis of these compounds in 20% aqueous dioxane prove the E1cB mechanism. The found Hammett reaction constants, activation entropy values, Broensted coefficients, and comparison of reactivity with N-methyl analogues have been discussed as criteria of the mentioned mechanism. Hydrolysis results of thiocarbamates in the same medium are compared.