2991. Dianisidine

Nomenclature

CAS number: 119-90-4
3,3′-Dimethoxy-[1,1′-biphenyl]-4,4′-diamine; 3,3′-dimethoxybenzidine; 3,3′-dimethoxy-4,4′-diaminobiphenyl.
C14H16N2O2; mol wt 244.29.
C 68.83%, H 6.60%, N 11.47%, O 13.10%.

Description and references

Prepn: Meier, B"ohler, Ber. 89, 2301 (1956); Sogn, US 2794047 (1957 to Allied Chem.). Manuf of stabilized product: Cashion, US 2966519 (1960 to Allied Chem.). Review of carcinogenicity studies: IARC Monographs 4, 41-47 (1974).

Chemical structure

Properties

Crystals, becoming violet, mp 137-138°. Practically insol in water. Sol in alcohol, benzene, ether.

Caution

Potential symptom of overexposure by direct contact is skin irritation. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 90. 3,3′-Dimethoxybenzidine and dyes metabolized to 3,3′-dimethoxybenzidine are reasonably anticipated to be human carcinogens: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-104.

Use

Manuf of azo dyes and pigments.