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CS-W001157 4
Total: USD 88.00

2,4'-Dipyridyl

  • CAS No. 581-47-5

  • Cat. No. CS-W018006
  • Purity≥98%
  • MDL No.MFCD00006217

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

2,4'-Dipyridyl|CS-W018006

Structure of 581-47-5

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General Information

  • CAS No. 581-47-5
  • Cat. No. CS-W018006
  • Purity ≥98%
  • MDL No. MFCD00006217
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂
  • Molecular Weight 156.18
  • Synonym(s) None
  • SMILES C1(C2=CC=CC=N2)=CC=NC=C1

Description

2,4'-Bipyridine serves as a rigid, bidentate ligand featuring two nitrogen atoms positioned for chelation. This structure facilitates coordination to transition metals, enabling the formation of stable complexes in catalytic and supramolecular systems. The molecule exhibits enhanced electron density at the bridging positions, supporting redox activity and facilitating applications in molecular electronics and photochemical studies.

Application

2,4'-Bipyridine serves as a versatile ligand in transition metal catalysis, enabling efficient coordination to palladium, copper, and ruthenium centers. Its rigid, planar structure facilitates π-acceptor interactions, enhancing catalyst stability and turnover in cross-coupling reactions. The molecule exhibits excellent bench stability, solubility in common organic solvents, and compatibility with diverse functional groups, making it well-suited for modular synthesis of coordination complexes and heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Kuraray Co., Ltd. Patent: EP1548005 A1, 2005 ; Location in patent: Page/Page column 11 ;
  • Route2
    • null|null
      109-09-1
    • In-stock
      4-Pyridineboronic acid|CS-D1206
      1692-15-5
    • ~99%
    • In-stock
      2,4'-Dipyridyl|CS-W018006
      581-47-5

    References

    • Kudo, Noriaki; Perseghini, Mauro; Fu, Gregory C. Angewandte Chemie - International Edition, 2006 , vol. 45, # 8 p. 1282 - 1284
  • Route3
    • 6-Chloro-2,4'-bipyridine|CS-1675926
      39883-34-6
    • ~89%
    • In-stock
      2,4'-Dipyridyl|CS-W018006
      581-47-5

    References

    • Shiao, Min-Jen; Tarng, Kai-Yih Heterocycles, 1990 , vol. 31, # 4 p. 637 - 641

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+H312+H332-H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.1436
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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