INFRARED SPECTRA AND STRUCTURE OF SUBSTITUTED UNSATURATED CARBONYL COMPOUNDS .12. BETA-AMINOACROLEIN

The IR spectra of β-aminoacrolein, the simplest amide vinylogue, have been studied. The solid compound has the trans configuration and this form prevails in solution in polar solvents. Of the two rotational isomers of the trans form, the s-trans seems to predominate in solution. In chloroform and other non-polar solvents, intense bands of the cis form were observed after the trans-cis equilibrium had been established. The band pattern of the cis form is very similar to that of cis-enamino ketones. The absorption bands were assigned on the basis of deuterium substitution and by comparison with previous data on alkylaminoacroleins. © 1969.