The chemical effects of γ-radiation on organic systems. Part XIV. Action of radiation on NN-dimethylaniline and other aromatic tertiary amines
Abstract
γ-Radiolysis of pure NN-dimethylaniline yields NN′-dimethyl-NN′-diphenylethylenediamine (through dimerisation of the N-methylanilinomethyl radical) together with hydrogen, methane, and N-methylaniline; but when the radiolysis is carried out in the presence of acid the first named product is replaced by N-p-dimethylaminobenzyl-N-methylaniline and/or 4,4′-bisdimethylaminodiphenylmethane, formed via the ion(PhNMe:CH2)+. The two latter products are also formed by photolysis of the amine in the presence of acid. γ-Radiolysis of NN-dimethyl-p-toluidine gives NN′-dimethyl-NN′-di-p-tolylethylenediamine and 4,4′-bisdimethylaminobibenzyl.