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CS-W001157 4
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1,2-Di(pyridin-2-yl)ethane-1,2-dione

  • CAS No. 492-73-9

  • Cat. No. CS-0199434
  • Purity≥95%
  • MDL No.MFCD00006301

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

1,2-Di(pyridin-2-yl)ethane-1,2-dione|CS-0199434

Structure of 492-73-9

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General Information

  • CAS No. 492-73-9
  • Cat. No. CS-0199434
  • Purity ≥95%
  • MDL No. MFCD00006301
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈N₂O₂
  • Molecular Weight None
  • Synonym(s) 2,2'-Pyridil
  • SMILES C1=CC=NC(=C1)C(=O)C(=O)C2=CC=CC=N2

Description

1,2-Di(pyridin-2-yl)ethane-1,2-dione features two pyridine rings flanking a reactive diketone core, enabling robust coordination in metal-ligand frameworks. This planar, electron-deficient scaffold integrates efficiently into chelating architectures, offering enhanced stability and directional control in supramolecular assemblies.

Application

1,2-Di(pyridin-2-yl)ethane-1,2-dione serves as a versatile chelating ligand and synthetic building block in transition metal catalysis. Its diketone core enables coordination to diverse metal centers, while the pyridyl groups provide orthogonal functionality for further derivatization. The compound exhibits good bench stability and facilitates efficient complex formation in palladium- and copper-catalyzed coupling reactions, making it valuable for constructing heterocyclic scaffolds and functionalized arenes under standard reaction conditions.

Synthesis

  • Route1
    • 2-Hydroxy-1,2-di(pyridin-2-yl)ethan-1-one|CS-0108935
      1141-06-6
    • ~93%
    • In-stock
      1,2-Di(pyridin-2-yl)ethane-1,2-dione|CS-0199434
      492-73-9

    References

    • Chang, Hae Sung; Woo, Jae Chun; Lee, Kyoung Mo; Ko, Young Kwan; Moon, Surk-Sik; Kim, Dae-Whang Synthetic Communications, 2002 , vol. 32, # 1 p. 31 - 36
  • Route2

    References

    • Punniyamurthy; Kalra, Swinder Jeet Singh; Iqbal, Javed Tetrahedron Letters, 1994 , vol. 35, # 18 p. 2959 - 2960
  • Route3
    • In-stock
      Picolinaldehyde|CS-W007336
      1121-60-4
    • null|null
      1115-15-7
    • ~41%
    • In-stock
      1,2-Di(pyridin-2-yl)ethane-1,2-dione|CS-0199434
      492-73-9
    • 1,4-Di(pyridin-2-yl)butane-1,4-dione|CS-0964191
      37709-53-8

    References

    • Jones, R. Alan; Karatza, Marielena; Voro, Tevita N.; Civcir, Pervin U.; Franck, Annete; Ozturk, Orhan; Seaman, John P.; Whitmore, Alexander P.; Williamson, David J. Tetrahedron, 1996 , vol. 52, # 26 p. 8707 - 8724

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   59.92
  • LogP   1.5422
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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