Collect. Czech. Chem. Commun. 1986, 51, 347-357

Modeling of hydrolysis mechanism of 3-hydroxytriazenes in strongly acidic medium

Oldřich Pytela, Václav Vala, Miroslav Ludwig and Miroslav Večeřa

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


Four derivatives of 3-hydroxy1-phenyl-3-alkyltriazene have been synthesized and their hydrolytic stability has been measured in sulphuric acid medium (0.2-16 mol l-1). The rate constant has been found to increase with increasing concentration of sulphuric acid at first, but, on the contrary, at higher concentrations it decreases. Twelve kinetic schemes of acid catalysis have been suggested and evaluated, and a probable mechanism of decomposition has been suggested which involves nitrenium ion as an intermediate.