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CS-W001157 4
Total: USD 88.00

Dimethyl 2, 2'-bipyridine-6, 6'-dicarboxylate

  • CAS No. 142593-07-5

  • Cat. No. CS-0085908
  • Purity≥96%
  • MDL No.MFCD11042478

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

Dimethyl 2, 2'-bipyridine-6, 6'-dicarboxylate|CS-0085908

Structure of 142593-07-5

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General Information

  • CAS No. 142593-07-5
  • Cat. No. CS-0085908
  • Purity ≥96%
  • MDL No. MFCD11042478
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂N₂O₄
  • Molecular Weight 272.26
  • Synonym(s) Dimethyl-2,2'-bipyridin-6,6'-dicarboxylat
  • SMILES O=C(OC)C=1N=C(C=CC1)C=2N=C(C=CC2)C(=O)OC

Description

Dimethyl 2,2'-bipyridine-6,6'-dicarboxylate features a rigid bidentate scaffold with electron-rich nitrogen donors and ester-functionalized ortho positions. This configuration enables robust metal chelation, particularly for transition metals in catalytic systems. The dimethyl ester groups enhance solubility in organic media while maintaining stability under standard bench conditions.

Application

Dimethyl 2,2'-bipyridine-6,6'-dicarboxylate serves as a versatile chelating ligand precursor in transition metal catalysis, enabling efficient coordination to metals such as ruthenium and iron. Its two ester-functionalized bipyridine units provide enhanced solubility and stability in organic media, facilitating use in homogeneous catalytic systems. The molecule functions effectively in cross-coupling reactions and photoredox processes, offering predictable reactivity and straightforward purification.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      [2,2'-Bipyridine]-6,6'-dicarbonitrile|CS-W004557
      4411-83-0
    • ~84%
    • In-stock
      Dimethyl 2, 2'-bipyridine-6, 6'-dicarboxylate|CS-0085908
      142593-07-5

    References

    • Heirtzler, Fenton; Neuburger, Markus; Kulike, Klaus Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 6 p. 809 - 820

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

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Computational Chemistry Data

  • TPSA   78.38
  • LogP   1.7168
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   3

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