Structural Formula Vector Image
Title: o-Tolidine
CAS Registry Number: 119-93-7
CAS Name: 3,3¢-Dimethyl-[1,1¢-biphenyl]-4,4¢-diamine
Additional Names: 3,3¢-dimethylbenzidine; 4,4¢-diamino-3,3¢-dimethylbiphenyl
Molecular Formula: C14H16N2
Molecular Weight: 212.29
Percent Composition: C 79.21%, H 7.60%, N 13.20%
Literature References: Made by alkaline reduction of o-nitrotoluene with zinc, and subsequent rearrangement of the o-hydrazotoluene formed, by boiling with HCl: Van Loon, Chem. Weekbl. 5, 689 (1907). See also Schultz et al., Ann. 352, 111 (1907). Crystal and molecular structure: Chawdhury et al., Acta Crystallogr. B24, 1222 (1968). Metabolism: Dieteren, Arch. Environ. Health 12, 30 (1966). Carcinogenic activity: Pliss, Zebenzhinskii, J. Natl. Cancer Inst. 45, 283 (1970).
Properties: White to reddish crystals or cryst powder. mp 129-131°. Slightly sol in water; sol in alcohol, ether, dil acids. Keep well closed and protected from light.
Melting point: mp 129-131°
Derivative Type: Sulfate
Molecular Formula: C14H16N2.H2SO4
Molecular Weight: 310.37
Percent Composition: C 54.18%, H 5.85%, N 9.03%, S 10.33%, O 20.62%
Properties: White to gray mass. Slightly sol in water, alcohol; sol in dil acids.
CAUTION: Potential symptoms of overexposure to o-tolidine are irritation of eyes and nose. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 310. o-Tolidine is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-104.
Use: Manuf dyes; also as very sensitive reagent for gold (1:10 million detectable), and for free chlorine in water.

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