The kinetics of reactions of alpha,beta-unsaturated nitriles and esters with secondary amines

The kinetics of reactions of vinyl monomers (acrylonitrile, methacrylate, and methyl methacrylate) with secondary amines (piperidine, morpholine, diethanolamine, diethylamine, dipropylamine, and dibutylamine) was studied in various solvents (DMF, DMSO, 1,4-dioxane, and water) and without solvents. It was shown that the rate law is W = k [monomer][amine] for all pairs studied. An increase in the ionization potential of amine resulted in an increase in the reaction rate of the monomer with the amine. The relationship between the reaction rate constants and the e/Q ratio for the monomer was determined. The reactions rates increased with an increase in the dielectric permeability of the solvents.