The electric dipole moments of chloro-anilines and of some chloro-, bromo-, and nitro-substituted amino-pyridines in benzene and 1,4-dioxan solutions

Abstract

The electric dipole moments of the chloro-anilines, nine halogen-substituted amino-pyridines, and of 2-amino-3-nitropyridine and 2-amino-5-nitropyridine have been calculated from measurements of the dielectric constants, specific volumes, and refractive indices of their solutions in pure benzene and in 1,4-dioxan at 25·00°. The mesomeric moments in meta- and para-chloroanilines are similar and the solvent effect confirms the increased acidity of the amino-group. An amino-hydrogen atom interacts with a chlorine atom when they are bonded to adjacent carbon atoms. 2-Amino-3-nitropyridine does not hydrogen bond to dioxan molecules.