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1,5-Difluoro-2,4-dinitrobenzene (CAS 327-92-4)

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Alternate Names:
1,3-Difluoro-4,6-dinitrobenzene; DFDNB; 4,6-Difluoro-1,3-dinitrobenzene
CAS Number:
327-92-4
Molecular Weight:
204.09
Molecular Formula:
C6H2F2N2O4
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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1,5-Difluoro-2,4-dinitrobenzene is heavily researched within the field of chemistry for its applications in synthesizing complex organic molecules and materials. This compound′s electron-withdrawing nitro groups make it a reactive intermediate, particularly useful in nucleophilic aromatic substitution reactions. Studies often focus on how 1,5-Difluoro-2,4-dinitrobenzene can be used to introduce fluorine atoms into other aromatic systems, enhancing their chemical stability and altering their electronic properties. The reactivity of 1,5-Difluoro-2,4-dinitrobenzene under various conditions is also a key area of exploration, aiming to optimize conditions for selective and efficient synthetic routes. Additionally, the potential of 1,5-Difluoro-2,4-dinitrobenzene in the development of dyes and pigments is investigated, particularly how its properties affect colorfastness and resistance to photodegradation.


1,5-Difluoro-2,4-dinitrobenzene (CAS 327-92-4) References

  1. Synthesis of a phenyl thio-beta-D-galactopyranoside library from 1,5-difluoro-2,4-dinitrobenzene: discovery of efficient and selective monosaccharide inhibitors of galectin-7.  |  Cumpstey, I., et al. 2005. Org Biomol Chem. 3: 1922-32. PMID: 15889175
  2. Solution-phase parallel synthesis of a 1,2,7-trialkyl-1H-imidazo[4,5-g]quinoxalin-6-ol library scaffold.  |  Zhang, J., et al. 2005. J Comb Chem. 7: 657-64. PMID: 16153059
  3. Synthesis of diverse benzo[1,4]oxazin-3-one-based compounds using 1,5-difluoro-2,4-dinitrobenzene.  |  Yuan, Y., et al. 2007. J Comb Chem. 9: 158-70. PMID: 17206844
  4. Parallel solution-phase synthesis of 4H-benzo[1,4]thiazin-3-one and 1,1-dioxo-1,4-dihydro-2H-1lambda6-benzo[1,4]thiazin-3-one derivatives from 1,5-difluoro-2,4-dinitrobenzene.  |  Wang, Z., et al. 2007. J Comb Chem. 9: 652-60. PMID: 17503786
  5. Cilia isolated from tetrahymena after membrane stabilization by 1,5-difluoro-2,4-dinitrobenzene.  |  Culbertson, JR. 1966. Science. 153: 1390-1. PMID: 17814390
  6. Solution-phase parallel synthesis of diverse 1,5-benzodiazepin-2-ones.  |  Zhao, HY. and Liu, G. 2007. J Comb Chem. 9: 1164-76. PMID: 17918911
  7. Design and synthesis of novel tricycles based on 4H-benzo[1,4]thiazin-3-one and 1,1-dioxo-1,4-dihydro-2H-1lambda6-benzo[1,4]thiazin-3-one.  |  Li, L., et al. 2007. J Comb Chem. 9: 959-72. PMID: 17944543
  8. Chemical modification of cobrotoxin with bifunctional reagent, 1,5-difluoro-2,4-dinitrobenzene.  |  Yang, ML. and Chang, CC. 1988. Gaoxiong Yi Xue Ke Xue Za Zhi. 4: 503-13. PMID: 2462645
  9. The inhibition of mitochondrial F1-ATPase by 1,5-difluoro-2,4-dinitrobenzene.  |  Akhrem, AA., et al. 1985. FEBS Lett. 187: 249-52. PMID: 2862061
  10. Supramolecular Tessellations via Pillar[n]arenes-Based Exo-Wall Interactions.  |  Li, M., et al. 2020. J Am Chem Soc. 142: 20892-20901. PMID: 33242958
  11. Identification of intramolecular crosslinks in bovine growth hormone after two-step modification with 1,5-difluoro-2,4-dinitrobenzene.  |  Ermácora, MR., et al. 1987. Int J Pept Protein Res. 30: 423-30. PMID: 3692688
  12. The location of spermine in bacterial ribosomes as indicated by 1,5-difluoro-2,4-dinitrobenzene and by ethidium bromide.  |  Stevens, L. and Pascoe, G. 1972. Biochem J. 128: 279-89. PMID: 5084791
  13. Organization of thiol groups of electric-eel electric-organ sodium-plus-potassium ion-stimulated adenosine triphosphatase studied with bifunctional reagents.  |  Harris, WE. and Stahl, WL. 1980. Biochem J. 185: 787-90. PMID: 6248037
  14. Crosslinking of sarcoplasmic reticulum ATPase protein with 1,5-difluoro 2,4-dinitrobenzene.  |  Bailin, G. 1980. Biochim Biophys Acta. 624: 511-21. PMID: 6448077
  15. Protein associations and basic protein conformation in the myelin membrane. The use of difluorodinitrobenzene as a cross-linking reagent.  |  Golds, EE. and Braun, PE. 1978. J Biol Chem. 253: 8162-70. PMID: 711741

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1,5-Difluoro-2,4-dinitrobenzene, 5 g

sc-297963
5 g
$92.00

1,5-Difluoro-2,4-dinitrobenzene, 25 g

sc-297963A
25 g
$255.00