ChemInform Abstract: A Dipole Moment Study of Enamines, Amides, Amidines, Hydrazones, Triazenes and Ureas.

Abstract

Abstract A dipole moment analysis of compounds containing an NXY group (with XYC; XC, YO, S, Se or NR; XN, YC, and XYN) has yielded significant values for their NXY mesomeric moments, which are related to the relevant NX rotational barriers taken from the literature. The dipole moments of N,N-dimethylbenzamidine, N,N,-dimethylthiobenzamide (and N,N-dimethylselenobenzamide), and N,N,N′-trimethybenzamide (from the literature), are interpreted on the basis of two mesomeric moments (m(NCY) and m(PhCY)). An attempt is also made to explain the dipole moments of N,N-diethylimidazolidin-2-one, -2-thione and -2-selenone. Finally, the effect of carbon tetrachloride on the dipole moments of N,N-dimethylamides, N,N′-dimethylimidazolidin-2-one and N,N′-diethylimidazolidin-2-one is briefly discussed.