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CS-W001157 4
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[2,2'-Bipyridine]-6,6'(1H,1'H)-dione

  • CAS No. 103505-54-0

  • Cat. No. CS-W006393
  • Purity≥98%
  • MDL No.MFCD13194839

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

[2,2'-Bipyridine]-6,6'(1H,1'H)-dione|CS-W006393

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General Information

  • CAS No. 103505-54-0
  • Cat. No. CS-W006393
  • Purity ≥98%
  • MDL No. MFCD13194839
  • Storage RT, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂O₂
  • Molecular Weight 188.19
  • Synonym(s) 6,6'-Dihydroxy-2,2'-bipyridyl
  • SMILES O=C1C=CC=C(N1)C2=CC=CC(=O)N2

Description

This bipyridine derivative features a diketone-functionalized core that enables strong chelation with transition metals, forming stable complexes useful in catalysis and coordination chemistry. The electron-deficient dione groups enhance metal-binding affinity and influence redox properties. Bench-stable and readily handled under standard conditions, it serves as a modular ligand for designing functional materials and catalysts.

Application

Serves as a versatile chelating ligand in transition metal catalysis, enabling efficient coordination to metals such as Ru, Fe, and Cu. Its diketone functionality enhances metal binding affinity and stability, while the bipyridine core provides robust redox activity and structural rigidity. Functions effectively in homogeneous catalytic systems requiring stable, electron-deficient ligands. Exhibits bench stability and ease of purification, facilitating integration into standard synthetic workflows.

Synthesis

  • Route1

    References

    • CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.) Patent: US2010/298562 A1, 2010 ; Location in patent: Page/Page column 34 ;
  • Route2
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      102451-14-9
    • ~%
    • In-stock
      [2,2'-Bipyridine]-6,6'(1H,1'H)-dione|CS-W006393
      103505-54-0

    References

    • Nippon Kagaku Zasshi, , vol. 77, p. 682,685 Chem.Abstr., , p. 9100
  • Route3

    References

    • Nippon Kagaku Zasshi, , vol. 77, p. 682,685 Chem.Abstr., , p. 9100

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   65.72
  • LogP   0.7302
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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  • [2,2'-Bipyridine]-6,6'(1H,1'H)-dione sigma[2,2'-Bipyridine]-6,6'(1H,1'H)-dione manufacturer[2,2'-Bipyridine]-6,6'(1H,1'H)-dione price[2,2'-Bipyridine]-6,6'(1H,1'H)-dione structure[2,2'-Bipyridine]-6,6'(1H,1'H)-dione SDSbuy [2,2'-Bipyridine]-6,6'(1H,1'H)-dione[2,2'-Bipyridine]-6,6'(1H,1'H)-dione supplier[2,2'-Bipyridine]-6,6'(1H,1'H)-dione uses[2,2'-Bipyridine]-6,6'(1H,1'H)-dione molecular weightprice of [2,2'-Bipyridine]-6,6'(1H,1'H)-dione[2,2'-Bipyridine]-6,6'(1H,1'H)-dione chemical name formula of [2,2'-Bipyridine]-6,6'(1H,1'H)-dione
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