The electric dipole moments of diphenylamine, triphenylamine, triphenyl phosphite, and triphenyl phosphate, together with their syrnmetrically-substituted ortho, mefa, and para methyl and chloro-derivatives, have been measured in benzene solution a t 25.0". The results are analysed in terms of probable molecular conformations.
STERIC interactions between hydrogen atoms in di-phenylamine twist the phenyl rings about the Ph-N bonds thereby affecting some of the component moments. If the group moments are evaluated from the experimental dipole moments of diphenylamine, di-9-tolylamine and di-(4-chlorophenyl) amine then the dipole moments of di-ortho-and di-meta-substituted diphenylamines can be interpreted in terms of possible alternative molecular conformations and a numerical value for the angle of twist about the Ph-N bonds. Analogous approaches are possible with the other series of compounds studied.
EXPERIMENTAL AND RESULTS* Rotation of the rings in opposite directions has not been considered since steric interactions would severely restrict the values for the angle / 3, particularly in the di-ortho-compounds and also for the triphenylamines.
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