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CS-W001157 4
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1,10-Phenanthroline-2-carboxylic acid

  • CAS No. 1891-17-4

  • Cat. No. CS-0203359
  • Purity≥97%
  • MDL No.None

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

1,10-Phenanthroline-2-carboxylic acid|CS-0203359

Structure of 1891-17-4

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General Information

  • CAS No. 1891-17-4
  • Cat. No. CS-0203359
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₈N₂O₂
  • Molecular Weight 224.21
  • Synonym(s) 2-Carboxy-1,10-phenanthroline
  • SMILES O=C(C1=NC2=C(C=CC3=CC=CN=C32)C=C1)O

Description

1,10-Phenanthroline-2-carboxylic acid features a rigid aromatic scaffold with strategically positioned nitrogen donors and a carboxylic acid group, enabling strong metal chelation and enhanced solubility. This dual-functional design supports applications in coordination chemistry and catalysis.

Application

1,10-Phenanthroline-2-carboxylic acid serves as a versatile bifunctional ligand in transition metal catalysis, combining the chelating ability of phenanthroline with the carboxylic acid functionality for coordination or derivatization. It enables efficient complexation with metals such as copper and iron, facilitating applications in oxidation reactions and catalytic C–H functionalization. The carboxylic acid group enhances solubility and provides a handle for conjugation or immobilization, supporting use in homogeneous catalysis and materials chemistry. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for synthetic workflows requiring modular ligand design.

Synthesis

  • Route1

    References

    • Ten Brink, Gerd-Jan; Arends, Isabel W. C. E.; Hoogenraad, Marcel; Verspui, Goeran; Sheldon, Roger A. Advanced Synthesis and Catalysis, 2003 , vol. 345, # 12 p. 1341 - 1352
  • Route2

    References

    • Akerboom, Sebastiaan; Van Den Elshout, Jos J. M. H.; Mutikainen, Ilpo; Siegler, Maxime A.; Fu, Wen Tian; Bouwman, Elisabeth European Journal of Inorganic Chemistry, 2013 , # 36 p. 6137 - 6146
  • Route3
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      1891-19-6
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    • In-stock
      1,10-Phenanthroline-2-carboxylic acid|CS-0203359
      1891-17-4

    References

    • Akerboom, Sebastiaan; Van Den Elshout, Jos J. M. H.; Mutikainen, Ilpo; Siegler, Maxime A.; Fu, Wen Tian; Bouwman, Elisabeth European Journal of Inorganic Chemistry, 2013 , # 36 p. 6137 - 6146

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   63.08
  • LogP   2.4812
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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