Collect. Czech. Chem. Commun. 1991, 56, 1662-1670
https://doi.org/10.1135/cccc19911662

Kinetics of reactions of para-substituted phenyl isocyanates with amines and alcohols

Ivan Danihel, Falk Barnikol and Pavol Kristian

Department of Organic Chemistry, Faculty of Natural Sciences, P. J. Šafárik University, 04167 Košice

Abstract

The reaction of para-substituted phenyl isocyanates with amines and alcohols was studied by stopped-flow method. The Hammett correlation obtained showed that the sensitivity of the above mentioned reactions toward substituent effects is the same as that of analogous reactions of phenyl isothiocyanates (ρ ~ 2). The rate constants of these reactions were found to be affected more by steric effects than by solvent effects. An one step multicentre mechanism with partial charges in transition state has been proposed for the title reactions.