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CS-W001157 4
Total: USD 88.00

2,6-Bis(diphenylphosphino)pyridine

  • CAS No. 64741-27-1

  • Cat. No. CS-0203244
  • Molecule weight447.45
  • Purity≥98%
  • MDL No.None

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

2,6-Bis(diphenylphosphino)pyridine|CS-0203244

Structure of 64741-27-1

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General Information

  • CAS No. 64741-27-1
  • Cat. No. CS-0203244
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₉H₂₃NP₂
  • Molecular Weight 447.45
  • Synonym(s) 2,6-bis(diphenylphosphanyl)pyridine
  • SMILES C1(P(C2=CC=CC=C2)C3=CC=CC=C3)=CC=CC(P(C4=CC=CC=C4)C5=CC=CC=C5)=N1

Description

2,6-Bis(diphenylphosphino)pyridine is a bidentate phosphine ligand featuring two diphenylphosphino groups positioned at the 2 and 6 positions of a pyridine ring. This spatial arrangement enables strong chelation with transition metals, delivering enhanced stability and tunable electronic properties in catalytic systems. The ligand exhibits excellent solubility in organic solvents and maintains integrity under standard handling conditions.

Application

2,6-Bis(diphenylphosphino)pyridine serves as a versatile bidentate phosphine ligand in transition metal catalysis, enabling efficient cross-coupling reactions and homogeneous catalytic transformations. Its rigid pyridine backbone and sterically accessible phosphine donors enhance catalyst stability and reactivity, particularly in palladium- and nickel-catalyzed processes. The ligand exhibits excellent bench stability, facilitates easy purification, and demonstrates broad functional group tolerance in synthetic workflows.

Synthesis

  • Route1
    • In-stock
      2,6-Dibromopyridine|CS-W008833
      626-05-1
    • null|null
      829-85-6
    • ~67%
    • In-stock
      2,6-Bis(diphenylphosphino)pyridine|CS-0203244
      64741-27-1

    References

    • Herd, Oliver; Hessler, Antonella; Hingst, Martin; Tepper, Michael; Stelzer, Othmar Journal of Organometallic Chemistry, 1996 , vol. 522, # 1 p. 69 - 76
  • Route2
    • In-stock
      2-(Diphenylphosphino)pyridine|CS-W014059
      37943-90-1
    • null|null
      1079-66-9
    • ~50%
    • In-stock
      2,6-Bis(diphenylphosphino)pyridine|CS-0203244
      64741-27-1

    References

    • Gros, Philippe; Younes-Millot, Christophe Ben; Fort, Yves Tetrahedron Letters, 2000 , vol. 41, # 3 p. 303 - 306
  • Route3
    • In-stock
      2,6-Difluoropyridine|CS-W013627
      1513-65-1
    • null|null
      4376-01-6
    • ~%
    • In-stock
      2,6-Bis(diphenylphosphino)pyridine|CS-0203244
      64741-27-1

    References

    • Al-Benna, Sarah; Sarsfield, Mark J.; Thornton-Pett, Mark; Ormsby, Daniel L.; Maddox, Peter J.; Bres, Philippe; Bochmann, Manfred Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 2000 , # 23 p. 4247 - 4257

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   4.598
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   6

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