3,3'-Dichlorobenzidine
Structural Formula Vector Image
Title: 3,3¢-Dichlorobenzidine
CAS Registry Number: 91-94-1
CAS Name: 3,3-Dichloro-(1,1¢-biphenyl)-4,4¢-diamine
Additional Names: 3,3¢-dichloro-4,4¢-biphenyldiamine; DCB
Molecular Formula: C12H10Cl2N2
Molecular Weight: 253.13
Percent Composition: C 56.94%, H 3.98%, Cl 28.01%, N 11.07%
Literature References: Prepn from o-chloronitrobenzene: Cohn, Ber. 33, 3552 (1900). Review of carcinogenicity studies: IARC Monographs 4, 49-55 (1974); of bioactivation and toxicology: M. M. Iba, Drug Metab. Rev. 21, 377-400 (1990).
Properties: Needles from alc or benzene, mp 132-133°. Almost insol in water. Readily sol in alc, benzene, glacial acetic acid.
Melting point: mp 132-133°
 
Derivative Type: Dihydrochloride
CAS Registry Number: 612-83-9
Molecular Formula: C12H10Cl2N2.2HCl
Molecular Weight: 326.05
Percent Composition: C 44.20%, H 3.71%, Cl 43.49%, N 8.59%
Properties: Needles. Slightly sol in water, readily in alc.
 
CAUTION: Potential symptoms of overexposure are skin sensitization; dermatitis; headache, dizziness; caustic burns; frequent urination, dysuria; hematuria; GI upsets; upper respiratory infection. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 96. 3,3¢-Dichlorobenzidine and its dihydrochloride are reasonably anticipated to be human carcinogens: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-87.
Use: Manuf azo dyes and pigments; as an intermediate for the Benzidine Yellow pigments. As curing agent for isocyanate polymers and solid urethane plastics.

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