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CS-W001157 4
Total: USD 88.00

Tris(3-fluorophenyl)phosphine

  • CAS No. 23039-94-3

  • Cat. No. CS-0127992
  • Purity≥97%
  • MDL No.None

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

Tris(3-fluorophenyl)phosphine|CS-0127992

Structure of 23039-94-3

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General Information

  • CAS No. 23039-94-3
  • Cat. No. CS-0127992
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₂F₃P
  • Molecular Weight 316.26
  • Synonym(s) Tris(3-fluorophenyl)phosphane
  • SMILES FC1=CC(P(C2=CC=CC(F)=C2)C3=CC=CC(F)=C3)=CC=C1

Description

Tris(3-fluorophenyl)phosphine delivers enhanced electron density and steric bulk, enabling efficient coupling in palladium-catalyzed cross-coupling reactions. The fluorinated aryl groups improve stability and solubility under standard conditions, while the phosphine core ensures robust coordination to transition metals. This reagent excels in challenging transformations requiring high functional group tolerance and minimal catalyst deactivation.

Application

Tris(3-fluorophenyl)phosphine serves as a robust, bench-stable ligand in palladium-catalyzed cross-coupling reactions. Its electron-withdrawing fluorophenyl groups enhance oxidative stability and improve catalytic efficiency in Suzuki-Miyaura and Negishi couplings. The ligand exhibits excellent functional group tolerance and facilitates reactions under mild conditions, enabling efficient synthesis of biaryl and complex heterocyclic scaffolds common in pharmaceutical development.

Synthesis

  • Route1

    References

    • Goto, Akihiro; Otake, Kazuki; Kubo, Ozora; Sawama, Yoshinari; Maegawa, Tomohiro; Fujioka, Hiromichi Chemistry - A European Journal, 2012 , vol. 18, # 36 p. 11423 - 11432

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 : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.8621
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   3

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