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CS-W001157 4
Total: USD 88.00

4,4'-Di(pyridin-4-yl)-1,1'-biphenyl

  • CAS No. 319430-87-0

  • Cat. No. CS-0110778
  • Purity≥96%
  • MDL No.MFCD11977635

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

4,4'-Di(pyridin-4-yl)-1,1'-biphenyl|CS-0110778

Structure of 319430-87-0

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General Information

  • CAS No. 319430-87-0
  • Cat. No. CS-0110778
  • Purity ≥96%
  • MDL No. MFCD11977635
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₁₆N₂
  • Molecular Weight 308.38
  • Synonym(s) 4,4'-Bis(4-pyridyl)biphenyl
  • SMILES N=1C=CC(=CC1)C=2C=CC(=CC2)C=3C=CC(=CC3)C=4C=CN=CC4

Description

4,4'-Di(pyridin-4-yl)-1,1'-biphenyl features a rigid, conjugated architecture with two pyridine moieties positioned at the para-positions of a biphenyl core. This arrangement delivers enhanced electron delocalization and directional coordination capability, enabling effective integration into metal-ligand frameworks and organic electronic materials. The molecule exhibits bench-stable behavior and facilitates precise control over molecular packing in supramolecular assemblies.

Application

4,4'-Di(pyridin-4-yl)-1,1'-biphenyl serves as a versatile bifunctional ligand scaffold in transition metal catalysis, enabling efficient coordination to palladium and other late-transition metals. Its rigid, planar structure enhances complex stability and facilitates cross-coupling reactions under mild conditions. The molecule exhibits excellent bench stability, ease of purification, and tolerance to diverse functional groups, making it well-suited for iterative synthetic applications in pharmaceutical and materials chemistry.

Synthesis

  • Route1

    References

    • Juricek, Michal; Barnes, Jonathan C.; Dale, Edward J.; Liu, Wei-Guang; Strutt, Nathan L.; Bruns, Carson J.; Vermeulen, Nicolaas A.; Ghooray, Kala C.; Sarjeant, Amy A.; Stern, Charlotte L.; Botros, Youssry Y.; Goddard, William A.; Stoddart, J. Fraser Journal of the American Chemical Society, 2013 , vol. 135, # 34 p. 12736 - 12746
  • Route2
    • null|null
      342889-50-3
    • ~53%
    • In-stock
      4,4'-Di(pyridin-4-yl)-1,1'-biphenyl|CS-0110778
      319430-87-0

    References

    • Kelley; Ansu; Budisusetyo; Ghiorghis; Qin; Kauffman Journal of Heterocyclic Chemistry, 2001 , vol. 38, # 1 p. 11 - 23
  • Route3
    • null|null
      1445-73-4
    • ~%
    • In-stock
      4,4'-Di(pyridin-4-yl)-1,1'-biphenyl|CS-0110778
      319430-87-0

    References

    • Kelley; Ansu; Budisusetyo; Ghiorghis; Qin; Kauffman Journal of Heterocyclic Chemistry, 2001 , vol. 38, # 1 p. 11 - 23

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

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   5.4776
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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