Dipole moment study of the ortho-effect in 4-substituted NN-dimethyl-2-trifluoromethylanilines

Abstract

Apparent dipole moments in benzene of a series of eight 4-substituted derivatives of NN-dimethyl-2-trifluoromethylaniline have been determined. Vector moments in the direction of the major axis of the ring have been calculated in order to explain the observed dipole moments. These vector moments are compared with corresponding values calculated for 4-substituted derivatives of NN-dimethylaniline. The influence of the 2-trifluoromethyl group on the extent to which para-substitution restores conjugation between the dimethylamino-group and the ring is noted.