Influence of the ionic liquid on the rate and the mechanism of reaction of p-nitrophenyl acetate with secondary alicyclic amines

Abstract

The reaction of p-nitrophenyl acetate (1) with piperidine was studied in nine organic solvents and in nine ionic liquids. The aminolysis of 1 by four different secondary amines was also studied in [Bmim]BF₄ and their basicities were determined in this solvent using two different methods. Medium effects were analysed and interpreted by comparing the rate constants of aminolysis for the two sets of solvents.