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CS-W001157 4
Total: USD 88.00

Bis(4-fluorophenyl)phosphine oxide

  • CAS No. 94940-35-9

  • Cat. No. CS-0098794
  • Purity≥95%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Bis(4-fluorophenyl)phosphine oxide|CS-0098794

Structure of 94940-35-9

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General Information

  • CAS No. 94940-35-9
  • Cat. No. CS-0098794
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉F₂OP
  • Molecular Weight None
  • Synonym(s) bis(4-fluorophenyl)-Phosphine oxide
  • SMILES FC1=CC=C(P(C2=CC=C(F)C=C2)=O)C=C1

Description

Bis(4-fluorophenyl)phosphine oxide features a phosphine oxide core flanked by electron-deficient fluorophenyl groups, enhancing stability and resistance to oxidation. This bench-stable reagent integrates readily into palladium-catalyzed cross-coupling reactions, offering predictable coordination geometry and improved solubility in organic media.

Application

Bis(4-fluorophenyl)phosphine oxide serves as a stable, bench-ready ligand in palladium-catalyzed cross-coupling reactions. Its electron-withdrawing fluorophenyl groups enhance oxidative addition kinetics while maintaining compatibility with diverse functional groups. The phosphine oxide functionality provides improved air stability and simplifies purification, making it well-suited for reproducible, scalable synthesis of biaryl architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      762-04-9
    • ~36%
    • In-stock
      Bis(4-fluorophenyl)phosphine oxide|CS-0098794
      94940-35-9

    References

    • Takeda Chemical Industries, Ltd. Patent: EP1452537 A1, 2004 ; Location in patent: Page 26-27 ;
  • Route2
    • null|null
      460-00-4
    • ~80%
    • In-stock
      Bis(4-fluorophenyl)phosphine oxide|CS-0098794
      94940-35-9

    References

    • Hu, Jian; Lu, Yunpeng; Li, Yongxin; Zhou, Jianrong Chemical Communications, 2013 , vol. 49, # 82 p. 9425 - 9427
  • Route3
    • null|null
      762-04-9
    • null|null
      352-13-6
    • ~79%
    • In-stock
      Bis(4-fluorophenyl)phosphine oxide|CS-0098794
      94940-35-9

    References

    • Busacca, Carl A.; Lorenz, Jon C.; Grinberg, Nelu; Haddad, Nizar; Hrapchak, Matt; Latli, Bachir; Lee, Heewon; Sabila, Paul; Saha, Anjan; Sarvestani, Max; Shen, Sherry; Varsolona, Richard; Wei, Xudong; Senanayake, Chris H. Organic Letters, 2005 , vol. 7, # 19 p. 4277 - 4280

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.4753
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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