Kinetics and mechanism of vinyl acetate reactions with diethylamine, piperidine, and morpholine

Primary reactions of vinyl acetate with diethylamine, piperidine, and morph oline and secondary transformation of the products are studied in benzene a nd dimethylformamide or without a solvent at 298-323 K. The mechanism of th e primary reaction differs from the mechanism of Michael condensation, The orders of these nonradical complex reactions with respect to vinyl acetate (VA) and amines depend on the ratio between reactant concentrations. The in itial rate increases with an increase in the ionization potential of amine. Reaction products contain corresponding amides of acetic acid and enamines . The secondary reactions of enamine yield a multiply conjugated colored pa ramagnetic oligomer. This oligomer is characterized by IR, NMR, and ESR.