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CS-W001157 4
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8-Hydroxyquinoline-7-carbaldehyde

  • CAS No. 5683-78-3

  • Cat. No. CS-0199914
  • Molecule weight173.17
  • Purity≥98%
  • MDL No.None

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

8-Hydroxyquinoline-7-carbaldehyde|CS-0199914

Structure of 5683-78-3

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General Information

  • CAS No. 5683-78-3
  • Cat. No. CS-0199914
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₂
  • Molecular Weight 173.17
  • Synonym(s) 8-hydroxy-7-Quinolinecarboxaldehyde
  • SMILES C1=CC2=C(C(=C(C=C2)C=O)O)N=C1

Description

8-Hydroxyquinoline-7-carbaldehyde features a strategically positioned aldehyde group flanking a hydroxylated quinoline core, enabling direct coordination with metal ions in chelation-driven applications. This scaffold integrates redox-active functionality with enhanced solubility in polar solvents, facilitating use in sensor design and catalytic ligand development under standard bench conditions.

Application

8-Hydroxyquinoline-7-carbaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of functionalized heterocycles and metal-chelating scaffolds. Its dual functionality—phenolic hydroxyl and aldehyde group—facilitates efficient coupling reactions, condensations, and coordination with transition metals. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 7-Formylquinolin-8-ylbenzoate|CS-0171252
      936497-79-9
    • ~%
    • In-stock
      8-Hydroxyquinoline-7-carbaldehyde|CS-0199914
      5683-78-3

    References

    • Journal of the American Chemical Society, , vol. 120, # 13 p. 3237 - 3242
  • Route2
    • null|null
      67818-50-2
    • ~%
    • In-stock
      8-Hydroxyquinoline-7-carbaldehyde|CS-0199914
      5683-78-3

    References

    • Journal of the American Chemical Society, , vol. 120, # 13 p. 3237 - 3242
  • Route3
    • In-stock
      8-Hydroxyquinoline|CS-4502
      148-24-3
    • null|null
      76-06-2
    • ~17%
    • In-stock
      8-Hydroxyquinoline-7-carbaldehyde|CS-0199914
      5683-78-3

    References

    • Liu, Yongchun; Zhang, Kejun; Wu, Yun; Zhao, Junying; Liu, Jianning Chemistry and Biodiversity, 2012 , vol. 9, # 8 p. 1533 - 1544

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.7529
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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