Structure via PubChem · Public domain (PubChem)
3,3'-dichlorobenzidine
Sign in to saveAlso known as 4,4'-Diamino-3,3'-dichlorobiphenyl, Dichlorobenzidine base, o,o'-Dichlorobenzidine, 3,3'-Dichlorobiphenyl-4,4'-diamine, 3,3'-Dichloro-4,4'-biphenyldiamine, 3,3'-Dichloro-4,4'-diaminobiphenyl
'''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.
Chemical data
- Formula
- C12H10Cl2N2
- Molecular weight
- 253.12 g/mol
- IUPAC name
- 4-(4-amino-3-chlorophenyl)-2-chloroaniline
- SMILES
- C1=CC(=C(C=C1C2=CC(=C(C=C2)N)Cl)Cl)N
- InChIKey
- HUWXDEQWWKGHRV-UHFFFAOYSA-N
- XLogP
- 3.5
- Polar surface area
- 52 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
125 papers- PMID 369525062022
- 3,3'-dichlorobenzidine.Journal of analytical toxicology · 1989
- A 3,3'-dichlorobenzidine-imprinted polymer gel surface plasmon resonance sensor based on template-responsive shrinkage.Analytica chimica acta · 2014
- Activation of 3,3'-dichlorobenzidine: enzymic basis and toxicological consequences.Drug metabolism reviews · 1989
- Metabolism of 3,3'-dichlorobenzidine by horseradish peroxidase.Xenobiotica; the fate of foreign compounds in biological systems · 1988
via PubMed
Wikidata facts
- Subclass of
- polychlorinated biphenyl
- Has part
- nitrogen
- Mass
- 252.022
Show 8 more facts
- chemical formula
- C₁₂H₁₀Cl₂N₂
- NIOSH Pocket Guide ID
- 0191
- melting point
- 271
- boiling point
- 788
- solubility
- 0.07
- ceiling exposure limit
- 0
- canonical SMILES
- C1=CC(=C(C=C1C2=CC(=C(C=C2)N)Cl)Cl)N
- Commons category
- 3,3'-Dichlorobenzidine
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Properties and the market
- Preparation and reactions
- Safety
- References
- External links
'''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.
==Properties and the market==
Excerpted from Wikipedia’s “3,3'-dichlorobenzidine” article, available under the CC BY-SA 4.0 licence.