Oxolinic acid

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Identification

Molecular formula
C9H6N2O4
CAS Number
14698-29-4
IUPAC Name
8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid
Molecular Weight
261.15g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.5600g/cm3
Synonyms
xanthurenic acid
Interesting facts

Interesting Facts About 8-Hydroxy-4-oxo-1H-quinoline-2-carboxylic Acid

8-Hydroxy-4-oxo-1H-quinoline-2-carboxylic acid, also known as oxine, is a fascinating compound with a variety of uses and properties. This heterocyclic organic compound plays a significant role in various fields of science, particularly in biochemistry and medicinal chemistry.

Key Characteristics and Applications

  • Ligand Properties: Oxine is known for its ability to form stable complexes with metal ions. This property makes it valuable in analytical chemistry, especially in metal ion detection and extraction.
  • Biological Significance: The compound exhibits some biological activity, functioning as an antibacterial and antifungal agent. This aspect opens avenues for potential drug development.
  • Fluorescent Properties: Oxine's ability to fluoresce under certain conditions is being explored in biological imaging and photonic applications. This can enhance the visualization of cellular structures.
  • Synthesis Relevance: It is often synthesized through various methods in organic chemistry labs, providing students and researchers the opportunity to engage in synthetic organic practices.

Did You Know?

  • This compound is a member of the quinoline family, which is renowned for its presence in many natural products and its structural utility in synthetic pathways.
  • Oxine’s structural similarity to other quinoline derivatives allows for comparative studies in reactivity and biological properties.
  • It has been used in the past as a chelating agent in the synthesis of various metal-organic frameworks.

Overall, 8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid represents a valuable intersection of organic chemistry and applied science, underscoring the importance of understanding chemical compounds beyond their basic structure.

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