3,3'-Dichlorobenzidine

3,3'-Dichlorobenzidine
Names
Preferred IUPAC name
3,3′-Dichloro[1,1′-biphenyl]-4,4′-diamine
Other names
4-(4-Amino-3-chlorophenyl)-2-chloroaniline
4,4′-Diamino-3,3′-dichlorobiphenyl
o,o'-Dichlorobenzidine
3,3′-Dichlorobiphenyl-4,4′-diamine
3,3′-Dichloro-4,4′-biphenyldiamine
3,3′-Dichloro-4,4′-diaminobiphenyl
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.918
KEGG
UNII
  • InChI=1S/C12H10Cl2N2/c13-9-5-7(1-3-11(9)15)8-2-4-12(16)10(14)6-8/h1-6H,15-16H2 Y
    Key: HUWXDEQWWKGHRV-UHFFFAOYSA-N Y
  • InChI=1/C12H10Cl2N2/c13-9-5-7(1-3-11(9)15)8-2-4-12(16)10(14)6-8/h1-6H,15-16H2
    Key: HUWXDEQWWKGHRV-UHFFFAOYAF
  • Clc2cc(c1ccc(N)c(Cl)c1)ccc2N
Properties
C12H10Cl2N2
Molar mass 253.13 g/mol
Appearance Gray or purple crystalline solid
Melting point 132 to 133 °C (270 to 271 °F; 405 to 406 K)
Boiling point 402 °C (756 °F; 675 K)
0.07% (15°C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Potential carcinogen
NIOSH (US health exposure limits):
PEL (Permissible)
carcinogen
REL (Recommended)
Ca
IDLH (Immediate danger)
Ca [N.D.]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

3,3'-Dichlorobenzidine is a chlorinated aromatic amine derived from benzidine. It is widely used in the production of diarylide yellow pigments used in the production of printing inks. Its use in the production of dyes has been largely discontinued because of concerns about carcinogenicity.