3,3'-Dichlorobenzidine

• 4,4 ' -diamino-3, 3'- dichlorobiphenyl
• 3,3 '- dichloro-4, 4'- diaminodiphenyl
• O, o'- dichlorobenzidine
• 3,3 '- dichloro-4, 4'- biphenyldiamine
• 3,3 '- dichlorobiphenyl -4, 4' -diamine
• DCB

Colorless or light brown to violet, flammable crystalline needles

Fixed

132.4 ° C

368 ° C

• Insoluble in water (0.5 mg · l-1 at 30 ° C)
• Soluble in diethyl ether, benzene, and ethanol

Risk

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3,3 '- dichlorobenzidine, is a chemical compound selected from the group of chlorinated benzidine derivatives.

Production and representation

3,3 '-dichlorobenzidine is obtained by reduction of o- nitrochlorobenzene, followed by rearrangement to the corresponding Hydrazobenzolderivat.

Properties

In its pure form it exists as a colorless solid, as a technical product as a light brown to violet- colored needles. It often occurs as a dihydrochloride in the trade. Thermal decomposition of nitrous gases and hydrogen chloride formed.

Use

3,3 '- dichlorobenzidine, is a large scale for the production of Diazotierungskomponente as azo pigments (for example, diarylide pigments, Pigment Yellow 12, Pigment Yellow 13 ) was used. Today, 3,3 '- dichlorobenzidine is no longer produced in Germany. The substance is not released from textiles or leather articles which may come a long time with the human skin directly in contact are (Appendix 1 of the Consumer Goods Ordinance ) after reductive cleavage of azo groups.

Safety

3,3 '- dichlorobenzidine is classified as carcinogenic category 2, including its salts. Although 3,3 '- dichlorobenzidine is produced and used on a large scale since about 1930, and one must assume that the security measures were previously deficient, epidemiological studies show no increased incidence of cancer in humans. 3,3 '- dichlorobenzidine seems to be an example that the carcinogenic effect of animal experiments can not be transmitted to humans.

Related compounds

• 2,2 '- dichlorobenzidine
• 3.5 dichlorobenzidine
• 3,3 '- Dichlorbenzidinsulfat
• O-dianisidine ( 3,3 '- dimethoxybenzidine )
• O-tolidine ( 3,3 '- dimethylbenzidine )