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1,3-Dinitrobenzene (CAS 99-65-0)

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Alternate Names:
3-dinitrobenzene
CAS Number:
99-65-0
Purity:
≥96%
Molecular Weight:
168.11
Molecular Formula:
C6H4N2O4
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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1,3-Dinitrobenzene (1,3-DNB) is an organic compound that is frequently utilized in laboratories as a reagent in a multitude of chemical reactions. It presents as a yellow crystalline solid with a distinctive odor and dissolves in water. Its uses span a wide range in organic synthesis, which encompasses the creation of dyes, pigments, and explosives, in addition to having a role in the production of fuel additives and the synthesis of polymers. This compound is also used to synthesize other nitro and nitroso compounds. Despite its broad use in various applications, the exact mechanism of 1,3-Dinitrobenzene′s action remains somewhat unclear. It is hypothesized that the nitro groups on the molecule can be reduced to form a nitroso group, which can then engage with other molecules to form new compounds. In another reaction pathway, these nitro groups might be oxidized to form nitrite ions, which can then interact with other molecules to generate new compounds.


1,3-Dinitrobenzene (CAS 99-65-0) References

  1. 1,3-Dinitrobenzene metabolism and protein binding.  |  Reeve, IT. and Miller, MG. 2002. Chem Res Toxicol. 15: 352-60. PMID: 11896682
  2. 1,3-Dinitrobenzene metabolism and GSH depletion.  |  Reeve, IT., et al. 2002. Chem Res Toxicol. 15: 361-6. PMID: 11896683
  3. Metabolism and pharmacokinetics of 1,3-dinitrobenzene in the rat and the hamster.  |  McEuen, SF. and Miller, MG. 1991. Drug Metab Dispos. 19: 661-6. PMID: 1680634
  4. 1,3-Dinitrobenzene induces apoptosis in TM4 mouse Sertoli cells: Involvement of the c-Jun N-terminal kinase (JNK) MAPK pathway.  |  Lee, YS., et al. 2009. Toxicol Lett. 189: 145-51. PMID: 19477251
  5. Proteomic identification of carbonylated proteins in 1,3-dinitrobenzene neurotoxicity.  |  Steiner, SR. and Philbert, MA. 2011. Neurotoxicology. 32: 362-73. PMID: 21402099
  6. 1,3-Dinitrobenzene-induced metabolic impairment through selective inactivation of the pyruvate dehydrogenase complex.  |  Miller, JA., et al. 2011. Toxicol Sci. 122: 502-11. PMID: 21551353
  7. Abiotic reduction of 1,3-dinitrobenzene by aqueous dissolved extracellular polymeric substances produced by microorganisms.  |  Kang, F. and Zhu, D. 2013. J Environ Qual. 42: 1441-8. PMID: 24216421
  8. 1,3-dinitrobenzene induces age- and region-specific oxidation to mitochondria-related proteins in brain.  |  Kubik, LL., et al. 2015. Toxicol Sci. 145: 48-58. PMID: 25716674
  9. 1,3-Dinitrobenzene reductive degradation by alkaline ascorbic acid - Reaction mechanisms, degradation pathways and reagent optimization.  |  Ciou, C. and Liang, C. 2017. Chemosphere. 166: 482-488. PMID: 27705834
  10. 1,3-Dinitrobenze-Induced Genotoxicity Through Altering Nuclear Integrity of Diploid and Polyploidy Germ Cells.  |  Peiris, LDC., et al. 2019. Dose Response. 17: 1559325819876760. PMID: 31579111
  11. 1,3-Dinitrobenzene-induced encephalopathy in rats.  |  Philbert, MA., et al. 1987. Neuropathol Appl Neurobiol. 13: 371-89. PMID: 3683748
  12. Evaluation of various natural weeds and reaction conditions for reductive degradation of 1,3-dinitrobenzene.  |  Luong, XTH., et al. 2023. J Hazard Mater. 454: 131467. PMID: 37104957
  13. Metabolism and testicular toxicity of 1,3-dinitrobenzene in the rat: effect of route of administration.  |  McEuen, SF., et al. 1995. Fundam Appl Toxicol. 28: 94-9. PMID: 8566489

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1,3-Dinitrobenzene, 25 g

sc-237732
25 g
$52.00

1,3-Dinitrobenzene, 100 g

sc-237732A
100 g
$104.00