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CS-W001157 4
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1,10-Phenanthroline-4,7-dicarboxylic acid

  • CAS No. 31301-31-2

  • Cat. No. CS-0110347
  • Molecule weight268.23
  • Purity≥97%
  • MDL No.MFCD19441391

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

1,10-Phenanthroline-4,7-dicarboxylic acid|CS-0110347

Structure of 31301-31-2

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General Information

  • CAS No. 31301-31-2
  • Cat. No. CS-0110347
  • Purity ≥97%
  • MDL No. MFCD19441391
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₈N₂O₄
  • Molecular Weight 268.23
  • Synonym(s) 4,7-Dicarboxylic acid
  • SMILES O=C(O)C=1C=CN=C2C=3N=CC=C(C(=O)O)C3C=CC21

Description

1,10-Phenanthroline-4,7-dicarboxylic acid features two carboxylic acid groups flanking a rigid, electron-rich phenanthroline core, enabling strong chelation with transition metals. This structural motif enhances solubility and stability in aqueous systems, facilitating applications in metal coordination chemistry and catalytic processes.

Application

1,10-Phenanthroline-4,7-dicarboxylic acid serves as a versatile chelating ligand in transition metal catalysis, enabling efficient coordination with metals such as Cu(II), Fe(II), and Zn(II) due to its rigid aromatic backbone and dual carboxylate donors. Its stability under ambient conditions and compatibility with aqueous and organic solvents facilitates straightforward purification and integration into homogeneous catalytic systems. The molecule functions as a key building block for metal-organic frameworks and functionalized heterocycles, offering predictable reactivity in ligand-assisted C–H activation, cross-coupling, and photoredox processes.

Synthesis

  • Route1

    References

    • Borieha, Vinod P.; Patra, Subrata; Chouhan, Yogendra S.; Sanavada, Pankaj; Suresh; Paul, Parimal European Journal of Inorganic Chemistry, 2009 , # 9 p. 1256 - 1267
  • Route2
    • 1,10-Phenanthroline-4,7-dicarbaldehyde|CS-0468767
      130897-87-9
    • ~42%
    • In-stock
      1,10-Phenanthroline-4,7-dicarboxylic acid|CS-0110347
      31301-31-2

    References

    • Yanagida, Masatoshi Journal of the Chemical Society, Dalton Transactions, 2000 , # 16 p. 2817 - 2822

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   100.38
  • LogP   2.1794
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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