Collect. Czech. Chem. Commun. 1988, 53, 833-838

Addition of secondary amino group to double bond of acrylates

Jiří Horáleka, Emil Krejcara and Jaroslav Churáčekb

a Research Institute of Synthetic Resins and Lacquers, 532 07 Pardubice
b Institute of Chemical Technology, 532 10 Pardubice


The near IR region spectroscopy has been used to follow the addition reactions of the secondary amino groups of the tert-butyl 3-butylaminopropanoate, N,N'-dibutyl-3-aminopropanamide, and dibutylamine to tert-butyl acrylate. The additions are bimolecular reactions of the second order. The respective rate constants found for the above-mentioned compounds are 3·54 . 10-6, 2·34 . 10-5, and 3·18 . 10-6 l mol-1 s-1. The secondary amidic groups increase the nucleophilicity of secondary amino group and hence also the rate of the addition reaction.