Internal rotation in dimethylaniline and para-substituted derivatives

1 January 1970

journal article
research article
Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society D: Chemical Communications

No. 20,p. 1299-1300
https://doi.org/10.1039/c29700001299

Abstract

A study of internal rotation in para-substituted dimethylanilines by ¹H n.m.r. spectroscopy shows that the barrier to internal rotation of the dimethylamino-group is markedly dependent upon the nature of the para-substituent, and a Hammett correlation gives ΔG^‡(at 133°K)= 5·1 (±1·0) kcal mol^–1 for rotation in the parent compound dimethylaniline itself.

Keywords

ROTATION
PARA SUBSTITUTED
DIMETHYLAMINO GROUP
MARKEDLY DEPENDENT
SUBSTITUTED DERIVATIVES
HAMMETT CORRELATION
COMPOUND DIMETHYLANILINE