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CS-W001157 4
Total: USD 88.00

Tris(2-pyridyl)phosphine

  • CAS No. 26437-48-9

  • Cat. No. CS-0108406
  • Purity≥96%
  • MDL No.MFCD28400097

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

Tris(2-pyridyl)phosphine|CS-0108406

Structure of 26437-48-9

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General Information

  • CAS No. 26437-48-9
  • Cat. No. CS-0108406
  • Purity ≥96%
  • MDL No. MFCD28400097
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₂N₃P
  • Molecular Weight 265.26
  • Synonym(s) None
  • SMILES P(C1=NC=CC=C1)(C2=NC=CC=C2)C3=NC=CC=C3

Description

Tris(2-pyridyl)phosphine features a tripyridyl phosphorus center that delivers strong chelation in transition metal complexes. This bench-stable ligand enhances catalytic efficiency in cross-coupling and oxidation reactions, offering robust coordination through nitrogen donors.

Application

Tris(2-pyridyl)phosphine serves as a robust, bench-stable ligand in palladium-catalyzed cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation. Its tripyridyl architecture provides strong coordination to transition metals, enhances reaction rates, and improves catalyst stability under diverse conditions. Widely used in Suzuki-Miyaura, Stille, and Negishi couplings, it facilitates high-yielding transformations with broad functional group tolerance and straightforward purification.

Synthesis

  • Route1
    • null|null
      109-04-6
    • ~72%
    • In-stock
      Tris(2-pyridyl)phosphine|CS-0108406
      26437-48-9

    References

    • Kluwer, Alexander M.; Ahmad, Irshad; Reek, Joost N.H. Tetrahedron Letters, 2007 , vol. 48, # 17 p. 2999 - 3001
  • Route2
    • null|null
      109-04-6
    • ~61%
    • In-stock
      Tris(2-pyridyl)phosphine|CS-0108406
      26437-48-9
    • Tri(pyridin-2-yl)phosphine oxide|CS-1638705
      26437-49-0

    References

    • Trofimov, Boris A.; Artem'Ev, Alexander V.; Malysheva, Svetlana F.; Gusarova, Nina K.; Belogorlova, Nataliya A.; Korocheva, Anastasiya O.; Gatilov, Yuriy V.; Mamatyuk, Victor I. Tetrahedron Letters, 2012 , vol. 53, # 19 p. 2424 - 2427
  • Route3
    • null|null
      17624-36-1
    • ~19%
    • In-stock
      Tris(2-pyridyl)phosphine|CS-0108406
      26437-48-9

    References

    • Schmidbaur, Hubert; Inoguchi, Yoshio Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1980 , vol. 35, # 11 p. 1329 - 1334

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   38.67
  • LogP   1.6298
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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