2979. 4,4′-Diaminodiphenylamine

Nomenclature

CAS number: 537-65-5
N-(4-Aminophenyl)-1,4-benzenediamine; p-p′-diaminodiphenylamine.
C12H13N3; mol wt 199.25.
C 72.34%, H 6.58%, N 21.09%.

Description and references

Prepn from p-phenylenediamine and aniline hydrochloride: Nietzki, Ber. 16, 474 (1883); from p-aminoazobenzene: Barbier, Sisley, Bull. Soc. Chim. Fr. [3] 33, 1232 (1905); by reducing bis(p-nitrophenyl)nitroxide with tin chloride and hydrochloric acid: Wieland, Roth, Ber. 53, 213, 226 (1920).

Chemical structure

Properties

Leaflets from water, mp 158°. Oxidized to bromanil and bromonitromethane by bromine and concd nitric acid.

Use

Dyeing fur: DE 367690; DE 371231; manuf dyes. In the detection of hydrogen cyanide.