Date published: 2025-10-19

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2,3,4,5-Tetrafluoronitrobenzene (CAS 5580-79-0)

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Alternate Names:
1,2,3,4-Tetrafluoro-5-nitrobenzene
CAS Number:
5580-79-0
Purity:
99%
Molecular Weight:
195.07
Molecular Formula:
C6HF4NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2,3,4,5-Tetrafluoronitrobenzene is a chemically significant compound often utilized in advanced organic synthesis, particularly in the construction of complex fluorinated structures that find applications across various industries including pharmaceuticals and materials science. This compound features a benzene core substituted with four fluorine atoms and a nitro group, which collectively enhance its reactivity through strong electron-withdrawing effects. These properties make it an ideal candidate for nucleophilic aromatic substitution reactions, where the nitro group stabilizes the negative charge that forms on the benzene ring, allowing for the successful replacement of fluorine atoms with other nucleophiles. This capability is critical in synthesizing new compounds where the introduction of fluorine is known to significantly alter physical, chemical, and biological properties, improving factors such as metabolic stability, membrane permeability, and binding affinity. In materials science, 2,3,4,5-tetrafluoronitrobenzene contributes to the development of high-performance polymers and electronic materials, underscoring its versatility and importance in both creating novel organic molecules and enhancing the properties of existing compounds.


2,3,4,5-Tetrafluoronitrobenzene (CAS 5580-79-0) References

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  2. Functionalization of fluorinated molecules by transition-metal-mediated C-F bond activation to access fluorinated building blocks.  |  Ahrens, T., et al. 2015. Chem Rev. 115: 931-72. PMID: 25347593
  3. Palladium-Mediated Approach to Coumarin-Functionalized Amino Acids.  |  Moodie, LWK., et al. 2017. Org Lett. 19: 2797-2800. PMID: 28497693
  4. Scorpionate complexes of aza-18-crown-6 containing fluoronitrophenyl substituents as studied by electrospray ionization mass spectrometry.  |  Frański, R., et al. 2017. Rapid Commun Mass Spectrom. 31: 1279-1289. PMID: 28548314
  5. Oxygen- and pH-Dependent Photophysics of Fluorinated Fluorescein Derivatives: Non-Symmetrical vs. Symmetrical Fluorination.  |  McLoughlin, CK., et al. 2020. Sensors (Basel). 20: PMID: 32927830
  6. Effects of structural rearrangement on the molluscicidal activity of certain fluorinated aromatic compounds.  |  Duncan, J. and Pavlik, JW. 1970. Bull World Health Organ. 42: 820-5. PMID: 5311067

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2,3,4,5-Tetrafluoronitrobenzene, 5 g

sc-230879
5 g
$22.00