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CS-W001157 4
Total: USD 88.00

2,3-Quinolinedicarboxylic Acid

  • CAS No. 643-38-9

  • Cat. No. CS-0155685
  • Purity≥98%
  • MDL No.MFCD00071756

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

2,3-Quinolinedicarboxylic Acid|CS-0155685

Structure of 643-38-9

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General Information

  • CAS No. 643-38-9
  • Cat. No. CS-0155685
  • Purity ≥98%
  • MDL No. MFCD00071756
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₇NO₄
  • Molecular Weight 217.18
  • Synonym(s) quinoline-2,3-dicarboxylicaci
  • SMILES C1=CC2=CC(=C(C(=O)O)N=C2C=C1)C(=O)O

Description

2,3-Quinolinedicarboxylic acid features a rigid, electron-deficient quinoline core paired with two carboxylic acid groups at the 2- and 3-positions. This structural motif enables strong coordination to metal ions in supramolecular assemblies and facilitates incorporation into metal-organic frameworks. The molecule exhibits enhanced solubility in polar solvents compared to unsubstituted quinolines, simplifying handling in aqueous or mixed solvent systems.

Application

2,3-Quinolinedicarboxylic acid serves as a versatile building block in heterocyclic synthesis, enabling efficient access to quinoline-based scaffolds through established coupling and cyclization protocols. Its dual carboxylic acid functionality supports diverse derivatization—particularly in metal coordination, peptide coupling, and polymer synthesis—while maintaining bench stability and ease of purification. The molecule functions effectively in the construction of bioactive compounds and functional materials, offering predictable reactivity in standard organic transformations.

Synthesis

  • Route1
    • 3-Methylquinoline-2-carboxylic acid|CS-0462030
      92513-28-5
    • ~75%
    • In-stock
      2,3-Quinolinedicarboxylic Acid|CS-0155685
      643-38-9

    References

    • Ladner, David W. Synthetic Communications, 1986 , vol. 16, # 2 p. 157 - 162
  • Route2
    • Diethyl quinoline-2,3-dicarboxylate|CS-0662596
      32413-08-4
    • ~%
    • In-stock
      2,3-Quinolinedicarboxylic Acid|CS-0155685
      643-38-9

    References

    • US4638068 A1, ;
  • Route3
    • In-stock
      Quinoline-2-carboxylic acid|CS-W002011
      93-10-7
    • null|null
      124-38-9
    • ~82%
    • In-stock
      2,3-Quinolinedicarboxylic Acid|CS-0155685
      643-38-9

    References

    • Chiurato, Matteo; Boulahjar, Rajaa; Routier, Sylvain; Troin, Yves; Guillaumet, Gerald Tetrahedron, 2010 , vol. 66, # 25 p. 4647 - 4653

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

Quality Control

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Computational Chemistry Data

  • TPSA   87.49
  • LogP   1.6312
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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