Date published: 2025-10-19

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Iodopentafluorobenzene (CAS 827-15-6)

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Application:
Iodopentafluorobenzene is a fluorine compound which forms supramolecular complexes with aromatic electron donors by forming halogen bonds to form discrete heterodimeric aggregates
CAS Number:
827-15-6
Molecular Weight:
293.96
Molecular Formula:
C6F5I
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Iodopentafluorobenzene, a halogenated aromatic compound characterized by its structure which includes an iodine atom and five fluorine atoms attached to a benzene ring, is a specialized chemical used extensively in various research fields, particularly in organic chemistry and materials science. This compound is notable for its high density and unique electronic properties, such as electron-withdrawing effects due to the fluorine atoms and the heavy atom effect of iodine. These characteristics make iodopentafluorobenzene an ideal candidate for use in electrophilic aromatic substitution reactions, where it acts as an electrophile. The presence of iodine allows for further functionalization through reactions such as halogen exchange or oxidative addition, commonly employed in the synthesis of more complex organic molecules. In materials science, iodopentafluorobenzene is used in the development of advanced polymer materials due to its ability to enhance the polymers′ thermal stability and chemical resistance, thanks to the strong carbon-fluorine bonds. Additionally, its distinct properties are exploited in the study of liquid crystals and other electronic materials where the alignment and orientation of molecules are critical for device performance. Researchers also utilize this compound in photochemical studies, leveraging the heavy atom effect of iodine to investigate mechanisms involving spin-orbit coupling and intersystem crossing, critical for understanding photo-induced processes in molecular systems.


Iodopentafluorobenzene (CAS 827-15-6) References

  1. Nonadiabatic alignment of asymmetric top molecules: rotational revivals.  |  Poulsen, MD., et al. 2004. J Chem Phys. 121: 783-91. PMID: 15260606
  2. Discriminating halogen-bonding from other noncovalent interactions by a combined NOE NMR/DFT approach.  |  Ciancaleoni, G., et al. 2015. Chemistry. 21: 440-7. PMID: 25353654
  3. A combined theoretical and experimental study of the ionic states of iodopentafluorobenzene.  |  Palmer, MH., et al. 2017. J Chem Phys. 146: 084302. PMID: 28249445
  4. A combined theoretical and experimental study of the valence and Rydberg states of iodopentafluorobenzene.  |  Palmer, MH., et al. 2017. J Chem Phys. 146: 174301. PMID: 28477584
  5. Structural and Vibrational Properties of Iodopentafluorobenzene: A Combined Raman and Infrared Spectral and Theoretical Study.  |  Palmer, MH., et al. 2017. J Phys Chem A. 121: 7917-7924. PMID: 28945363
  6. Remarkable pressure-induced emission enhancement based on intermolecular charge transfer in halogen bond-driven dual-component co-crystals.  |  Li, A., et al. 2018. Phys Chem Chem Phys. 20: 30297-30303. PMID: 30484469
  7. Strong σ-Hole Activation on Icosahedral Carborane Derivatives for a Directional Halide Recognition.  |  Beau, M., et al. 2021. Angew Chem Int Ed Engl. 60: 366-370. PMID: 32926491
  8. Halogen Bonding Propensity in Solution: Direct Observation and Computational Prediction.  |  Bramlett, TA. and Matzger, AJ. 2021. Chemistry. 27: 15472-15478. PMID: 34546600
  9. Solution and solid-state studies of hydrogen and halogen bonding with N-heterocyclic carbene supported nickel(II) fluoride complexes.  |  Thangavadivale, VG., et al. 2023. Faraday Discuss.. PMID: 37097153
  10. Theoretical Study of the Molecular Passivation Effect of Lewis Base/Acid on Lead-Free Tin Perovskite Surface Defects.  |  Naito, T., et al. 2023. J Phys Chem Lett. 14: 6695-6701. PMID: 37466615

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Iodopentafluorobenzene, 5 g

sc-228348
5 g
$35.00