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CS-W001157 4
Total: USD 88.00

Phenoxydiphenylphosphine

  • CAS No. 13360-92-4

  • Cat. No. CS-0156067
  • Purity≥95%
  • MDL No.MFCD00046055

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

Phenoxydiphenylphosphine|CS-0156067

Structure of 13360-92-4

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General Information

  • CAS No. 13360-92-4
  • Cat. No. CS-0156067
  • Purity ≥95%
  • MDL No. MFCD00046055
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₅OP
  • Molecular Weight 278.28
  • Synonym(s) Phenyldiphenylphosphinite(Diphenylphosphinicacid phenylester)
  • SMILES C1=CC=C(C=C1)OP(C2=CC=CC=C2)C3=CC=CC=C3

Description

Phenoxydiphenylphosphine delivers a robust, moisture-tolerant phosphine ligand framework featuring two aryl groups that enhance stability and electron density. This structure facilitates reliable coordination in palladium-catalyzed cross-coupling reactions under standard conditions.

Application

Phenoxydiphenylphosphine serves as a robust, bench-stable ligand in palladium-catalyzed cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation. Its electron-rich phosphine center facilitates oxidative addition and stabilizes low-valent Pd intermediates, while the phenoxy group enhances solubility and modulates electronic properties. The molecule exhibits excellent functional group tolerance and is particularly effective in Suzuki-Miyaura and Negishi couplings under mild conditions.

Synthesis

  • Route1
    • null|null
      1079-66-9
    • null|null
      108-95-2
    • ~95%
    • In-stock
      Phenoxydiphenylphosphine|CS-0156067
      13360-92-4

    References

    • Kuroda, Kiichi; Maruyama, Yuji; Hayashi, Yujiro; Mukaiyama, Teruaki Bulletin of the Chemical Society of Japan, 2009 , vol. 82, # 3 p. 381 - 392

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS08
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H317-H319-H335-H360
Precautionary Statements : P261-P264-P271-P272-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   4.1133
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   4

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