HYDROGEN-BONDING OF N-MONOSUBSTITUTED AMIDES - IR STUDY OF N-BUTYLACETAMIDES

The self-association through hydrogen bonding of four isomeric N-butylacetamides has been studied by infrared spectroscopy in carbon tetrachloride, chloroform and benzene. The spectroscopic and thermodynamic parameters for the self-association have been determined. It was found that self-association decreases in the order: N-n-butylacetamide〉N-isobutylacetamide〉N-sec-butylacetamide〉N-tert-butylacetamide. The equilibrium constants and enthalpies of self-association for chloroform and benzene solutions are significantly smaller than in carbon tetrachloride. © 1990.