Date published: 2025-12-18

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Triphenylphosphine oxide (CAS 791-28-6)

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Alternate Names:
TPPO
Application:
Triphenylphosphine oxide is a phosphine ligand used for coupling reactions, epoxidations, and Michael reactions
CAS Number:
791-28-6
Molecular Weight:
278.28
Molecular Formula:
C18H15PO
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Triphenylphosphine oxide functions as a strong oxidizing agent in various chemical reactions. It acts as a catalyst in the oxidation of organic compounds, facilitating the conversion of alcohols to aldehydes or ketones. Triphenylphosphine Oxide′s mechanism of action involves the transfer of oxygen atoms to the substrate, leading to the formation of the desired oxidation products. Triphenylphosphine oxide may play a role in promoting the selective oxidation of specific functional groups within complex organic molecules, allowing for the controlled synthesis of intermediates. Its mechanism of action involves the formation of a reactive intermediate that participates in the oxidation process, enabling the efficient transformation of organic substrates.


Triphenylphosphine oxide (CAS 791-28-6) References

  1. Tris(2,6-di-tert-butyl-4-methylphenolato-O)(triphenylphosphine oxide-O)samarium(III).  |  Yao, Y., et al. 2000. Acta Crystallogr C. 56 Pt 11: 1330-1. PMID: 11077287
  2. Triphenylphosphine oxide-1-naphthoic acid (1/1).  |  Al-Farhan, KA. 2004. Acta Crystallogr C. 60: o531-2. PMID: 15237188
  3. Triphenylphosphine oxide is a potent and selective inhibitor of the transient receptor potential melastatin-5 ion channel.  |  Palmer, RK., et al. 2010. Assay Drug Dev Technol. 8: 703-13. PMID: 21158685
  4. Triphenylphosphine oxide-catalyzed stereoselective poly- and dibromination of unsaturated compounds.  |  Yu, TY., et al. 2014. Chem Commun (Camb). 50: 7817-20. PMID: 24905441
  5. Removal of Triphenylphosphine Oxide by Precipitation with Zinc Chloride in Polar Solvents.  |  Batesky, DC., et al. 2017. J Org Chem. 82: 9931-9936. PMID: 28956444
  6. A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride.  |  Jia, M., et al. 2018. R Soc Open Sci. 5: 171988. PMID: 29515897
  7. Direct and Scalable Electroreduction of Triphenylphosphine Oxide to Triphenylphosphine.  |  Manabe, S., et al. 2020. J Am Chem Soc. 142: 3024-3031. PMID: 31948233
  8. Disentangling different modes of mobility for triphenylphosphine oxide adsorbed on alumina.  |  Hubbard, PJ., et al. 2020. J Chem Phys. 152: 054718. PMID: 32035468
  9. Ir(III)-Catalyzed C-H Functionalization of Triphenylphosphine Oxide toward 3-Aryl Oxindoles.  |  Lou, QX., et al. 2020. J Org Chem. 85: 14527-14536. PMID: 32921040
  10. Triphenylphosphine Oxide Removal from Reactions: The Role of Solvent and Temperature.  |  Tamboli, Y., et al. 2021. ACS Omega. 6: 13940-13945. PMID: 34095685
  11. Functionalized triphenylphosphine oxide-based manganese(II) complexes for luminescent printing.  |  Huang, X., et al. 2021. Dalton Trans. 50: 8831-8836. PMID: 34096946
  12. A Facile Synthetic Method for Anhydride from Carboxylic Acid with the Promotion of Triphenylphosphine Oxide and Oxaloyl Chloride.  |  Lu, M., et al. 2022. ACS Omega. 7: 34352-34358. PMID: 36188305
  13. Efficient Perovskite Light-Emitting Diodes by Buried Interface Modification with Triphenylphosphine Oxide.  |  Zhao, Y., et al. 2023. ACS Appl Mater Interfaces. 15: 3644-3650. PMID: 36608314
  14. Reduction of Triphenylphosphine Oxide to Triphenylphosphine by Phosphonic Acid.  |  Xiao, J., et al. 2023. J Org Chem. 88: 3909-3915. PMID: 36857492
  15. Triphenylphosphine oxide promoting visible-light-driven C-C coupling via desulfurization.  |  Stewart, S., et al. 2023. Chem Commun (Camb). 59: 3546-3549. PMID: 36892408

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Triphenylphosphine oxide, 25 g

sc-397258
25 g
$25.00