The kinetics of the reactions of piperidine, n-butylamine, morpholine, and benzylamine with 1-fluoro- and 1-chloro-2,4-dinitrobenzenes in acetonitrile

Abstract

The kinetics of the reactions designated in the title have been studied as a function of amine concentration. The only system to show base catalysis is the reaction of morpholine with 1-fluoro-2,4-dinitrobenzene. The results are analysed in terms of the effects of nucleophile basicity and the change from primary to secondary amine on the mechanism of nucleophilic aromatic substitution.