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3,3-Dichlorobenzidine (CAS 91-94-1)

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CAS Number:
91-94-1
Molecular Weight:
253.13
Molecular Formula:
C12H10Cl2N2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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3,3-Dichlorobenzidine is a significant organic molecule that plays a role in various research applications, particularly in the synthesis of dyes and pigments. This aromatic diamine is characterized by its two chlorine atoms directly attached to the benzene rings, which are in a para-position relative to each other, and its molecular structure facilitates its function as an intermediate in the production of azo dyes. The presence of the chlorine atoms enhances its reactivity, allowing it to undergo substitution reactions that are pivotal in the creation of complex dye molecules. In research applications, 3,3-Dichlorobenzidine serves as a model compound to study aromatic substitution reactions, owing to its stability and distinctive electronic properties. Its role in the development of dyes with specific color properties is invaluable, enabling the synthesis of compounds with precise chromatic characteristics for use in a wide range of industrial applications.


3,3-Dichlorobenzidine (CAS 91-94-1) References

  1. Trace-level determination of benzidine and 3,3'-dichlorobenzidine in aqueous environmental samples by online solid-phase extraction and liquid chromatography with electrochemical detection.  |  Vera-Avila, LE., et al. 2001. J Chromatogr Sci. 39: 301-7. PMID: 11471994
  2. Photodechlorination of 3,3'-dichlorobenzidine in water.  |  Nyman, MC., et al. 2002. Environ Toxicol Chem. 21: 500-6. PMID: 11878462
  3. Urinary monitoring method of 3,3'-dichlorobenzidine (DCB) and its metabolites, N-acetyl-DCB and N,N'-diacetyl-DCB.  |  Lee, JH., et al. 2003. Ind Health. 41: 242-8. PMID: 12916755
  4. Carcinogenicity of azo colorants: influence of solubility and bioavailability.  |  Golka, K., et al. 2004. Toxicol Lett. 151: 203-10. PMID: 15177655
  5. 3,3'-Dichlorobenzidine and 3,3'-dichlorobenzidine dihydrochloride.  |  . 2004. Rep Carcinog. 11: III87-9. PMID: 21089853
  6. A 3,3'-dichlorobenzidine-imprinted polymer gel surface plasmon resonance sensor based on template-responsive shrinkage.  |  Zhou, C., et al. 2014. Anal Chim Acta. 812: 129-37. PMID: 24491773
  7. Molecular mechanisms of 3,3'-dichlorobenzidine-mediated toxicity in HepG2 cells.  |  Chen, LC., et al. 2014. Environ Mol Mutagen. 55: 407-20. PMID: 24604609
  8. Laser Irradiation of Organic Tattoo Pigments Releases Carcinogens with 3,3'-Dichlorobenzidine Inducing DNA Strand Breaks in Human Skin Cells.  |  Hering, H., et al. 2018. J Invest Dermatol. 138: 2687-2690. PMID: 29935208
  9. Activation of 3,3'-dichlorobenzidine in rat liver microsomes to mutagens: involvement of cytochrome P-450d.  |  Iba, MM. and Thomas, PE. 1988. Carcinogenesis. 9: 717-23. PMID: 3130202
  10. Metabolism of 3,3'-dichlorobenzidine by horseradish peroxidase.  |  Lang, B. and Iba, MM. 1988. Xenobiotica. 18: 893-904. PMID: 3188570
  11. Induction of hepatic microsomal cytochrome P-448-mediated oxidases by 3,3'-dichlorobenzidine in the rat.  |  Iba, MM. and Sikka, HC. 1983. Biochem Pharmacol. 32: 901-9. PMID: 6838636
  12. Disposition of 3,3'-dichlorobenzidine in the rat.  |  Hsu, RS. and Sikka, HC. 1982. Toxicol Appl Pharmacol. 64: 306-16. PMID: 7123557
  13. Determination of benzidine and 3,3'-dichlorobenzidine and their salts by high-performance liquid chromatography.  |  Morales, R., et al. 1981. IARC Sci Publ. 119-31. PMID: 7327666
  14. Investigation of possible metabolism of pigment yellow 17, a 3,3'-dichlorobenzidine-based pigment, after inhalation exposure in rats.  |  Hofmann, T. and Schmidt, D. 1993. Arch Toxicol. 67: 141-4. PMID: 8481102
  15. Summation effect of N-butyl-n-(4-hydroxybutyl)nitrosamine, N-(4-(5-nitro-2-furyl)-2-thiazoly)formamide, N-2-fluoroenylacetamide, and 3,3'-dichlorobenzidine on urinary bladder carcinogenesis in rats.  |  Tatematsu, M., et al. 1977. Gan. 68: 193-202. PMID: 892293

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

3,3-Dichlorobenzidine, 100 mg

sc-495547
100 mg
$84.00