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CS-W001157 4
Total: USD 88.00

[2,2'-Bipyridine]-6-carbaldehyde

  • CAS No. 134296-07-4

  • Cat. No. CS-0155855
  • Purity≥97%
  • MDL No.MFCD11042462

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

[2,2'-Bipyridine]-6-carbaldehyde|CS-0155855

Structure of 134296-07-4

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General Information

  • CAS No. 134296-07-4
  • Cat. No. CS-0155855
  • Purity ≥97%
  • MDL No. MFCD11042462
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈N₂O
  • Molecular Weight 184.19
  • Synonym(s) 2,2'-BIPYRIDINE-6-CARBALDEHYDE
  • SMILES C1=CC=NC(=C1)C2=CC=CC(=N2)C=O

Description

6-Carbaldehyde-2,2'-bipyridine features a pyridine-aldehyde functionalization that enables direct coordination to metal centers, facilitating the assembly of redox-active complexes. This electron-deficient bipyridine scaffold integrates readily into ligand frameworks for catalysis and materials chemistry, offering enhanced stability under standard conditions.

Application

6-Formyl-2,2'-bipyridine serves as a versatile ligand building block for transition metal complexes and functionalized heterocycles. Its aldehyde group enables direct derivatization via imine formation, reductive amination, or Wittig-type reactions, facilitating the synthesis of conjugated systems and chelating scaffolds. The molecule exhibits excellent bench stability and compatibility with standard purification methods, making it suitable for iterative synthetic workflows in catalysis and materials chemistry.

Synthesis

  • Route1
    • In-stock
      6-Bromo-2,2'-bipyridyl|CS-W004576
      10495-73-5
    • null|null
      68-12-2
    • ~75%
    • In-stock
      [2,2'-Bipyridine]-6-carbaldehyde|CS-0155855
      134296-07-4

    References

    • Slater, Jonathan W.; Steel, Peter J. Tetrahedron Letters, 2006 , vol. 47, # 39 p. 6941 - 6943
  • Route2

    References

    • Mundinger, Stephan; Jakob, Uwe; Bichovski, Plamen; Bannwarth, Willi Journal of Organic Chemistry, 2012 , vol. 77, # 20 p. 8968 - 8979,12
  • Route3
    • null|null
      109-04-6
    • 6-Bromo-2-(1,3-dioxolan-2-yl)pyridine|CS-0192968
      34199-87-6
    • ~78%
    • In-stock
      [2,2'-Bipyridine]-6-carbaldehyde|CS-0155855
      134296-07-4

    References

    • Liao, Lian-Yan; Kong, Xing-Rui; Duan, Xin-Fang Journal of Organic Chemistry, 2014 , vol. 79, # 2 p. 777 - 782

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   42.85
  • LogP   1.9561
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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