1967 年 25 巻 8 号 p. 672-676
The oxidation of 4, 4'-bisdimethylaminodiphenylmethane (1) with lead dioxide in diluted nitric acid has been studied. The main oxidation product was 4, 4'-bisdimethylaminobenzhydrol (2). N, N, N', N'-Tetramethylbenzidine (3) and a very amall amount of 4, 4'-bisdimethylaminobenzophenone were also detected as by-products. It was found that this oxidation took place over the surface of the oxidizing agent, and that the particle size of the oxidizing agent and the solubility of the reactants in the reaction medium showed marked effects on the reaction . In the oxidation of (1) nto (2) an equimolar amount of the oxidizing agent was found to be sufficient. In the oxidation of (2) into (3) however, a large excess of the oxidizing agent was required, because the (3) adsorbed on the surface of the lead dioxide retards and interferes with the oxidation of (2).