Conformational Analysis of Dibutylphosphorylacetic Acid N , N -Dibutylamide in Solution

Polarity of N , N -dibutylamide of dibutylphosphorylacetic acid has been determined and its conformational analysis has been carried out by the methods of dipole moments and quantum chemistry [DFT B3PW91/6-311++G(df,p)+CPCM]. In solution, this acetamide exists as conformational equilibrium of several forms with staggered gauche- and trans- orientations of the substituents relative to the P=O bond, in which intramolecular contacts are formed involving hydrogen atoms of butyl substituents at the nitrogen atom and the oxygen atom of the P=O group.