Date published: 2026-7-29

1-800-457-3801

SCBT Portrait Logo
Seach Input

2,4-Dinitrobenzyl bromide (CAS 3013-38-5)

0.0(0)
Write a reviewAsk a question

CAS Number:
3013-38-5
Molecular Weight:
261.03
Molecular Formula:
C7H5BrN2O4
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.

QUICK LINKS

2,4-Dinitrobenzyl bromide (2,4-DNB) is a colorless, crystalline solid characterized by its slightly sweet odor. With the molecular formula C7H5BrN2O4, this compound displays strong nucleophilic properties, facilitating reactions with diverse electrophiles such as alkenes, aldehydes, ketones, and various functional groups. The nucleophilic substitution mechanism involves the bromide ion acting as the nucleophile, while the electrophile corresponds to the specific functional group involved in the reaction.


2,4-Dinitrobenzyl bromide (CAS 3013-38-5) References

  1. Synthesis and biological evaluation of novel 10-benzyl-substituted 4,5-dichloro-10H-anthracen-9-ones as inhibitors of keratinocyte hyperproliferation.  |  Kratz, U., et al. 2010. Eur J Med Chem. 45: 5278-85. PMID: 20828887
  2. Enantioselective α-benzylation of aldehydes via photoredox organocatalysis.  |  Shih, HW., et al. 2010. J Am Chem Soc. 132: 13600-3. PMID: 20831195
  3. Light-driven organocatalysis using inexpensive, nontoxic Bi2O3 as the photocatalyst.  |  Riente, P., et al. 2014. Angew Chem Int Ed Engl. 53: 9613-6. PMID: 25045109
  4. Asymmetric α-photoalkylation of β-ketocarbonyls by primary amine catalysis: facile access to acyclic all-carbon quaternary stereocenters.  |  Zhu, Y., et al. 2014. J Am Chem Soc. 136: 14642-5. PMID: 25229998
  5. X-ray characterization of an electron donor-acceptor complex that drives the photochemical alkylation of indoles.  |  Kandukuri, SR., et al. 2015. Angew Chem Int Ed Engl. 54: 1485-9. PMID: 25475488
  6. Asymmetric catalysis activated by visible light.  |  Meggers, E. 2015. Chem Commun (Camb). 51: 3290-301. PMID: 25572775
  7. Enantioselective Organocatalytic Cyclopropanation of Enals Using Benzyl Chlorides.  |  Meazza, M., et al. 2016. J Org Chem. 81: 3488-500. PMID: 27080435
  8. Mechanism of the Stereoselective α-Alkylation of Aldehydes Driven by the Photochemical Activity of Enamines.  |  Bahamonde, A. and Melchiorre, P. 2016. J Am Chem Soc. 138: 8019-30. PMID: 27267587
  9. Direct Sulfide-Catalyzed Enantioselective Cyclopropanations of Electron-Deficient Dienes and Bromides.  |  Li, QZ., et al. 2018. Org Lett. 20: 3700-3704. PMID: 29874079
  10. Photoredox Catalysis for Building C-C Bonds from C(sp2)-H Bonds.  |  Wang, CS., et al. 2018. Chem Rev. 118: 7532-7585. PMID: 30011194
  11. Synthetic Methods Driven by the Photoactivity of Electron Donor-Acceptor Complexes.  |  Crisenza, GEM., et al. 2020. J Am Chem Soc. 142: 5461-5476. PMID: 32134647
  12. Recent Advances in Rapid Synthesis of Non-proteinogenic Amino Acids from Proteinogenic Amino Acids Derivatives via Direct Photo-Mediated C-H Functionalization.  |  Yuan, Z., et al. 2020. Molecules. 25: PMID: 33198166
  13. Photochemical Chemoselective Alkylation of Tryptophan-Containing Peptides.  |  Laroche, B., et al. 2021. Org Lett. 23: 285-289. PMID: 33400540
  14. The amino acid sequence of bovine carboxypeptidase A. I. Preparation and properties of the fragments obtained by cyanogen bromide cleavage.  |  Nomoto, M., et al. 1969. Biochemistry. 8: 2755-62. PMID: 5817618

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2,4-Dinitrobenzyl bromide, 1 g

sc-266103
1 g
$204.00

2,4-Dinitrobenzyl bromide, 10 g

sc-266103A
10 g
$903.00