8-Hydroxyquinoline

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8-Hydroxyquinoline

Structure of 8-Hydroxyquinoline

8-Hydroxyquinoline is an organic compound with the chemical formula C9H7NO. It is commonly referred to as 8-HQ or oxine. This compound is a versatile chelating agent and has found applications in various fields, including medicine, analytical chemistry, and industrial processes.

Properties and Structure

8-Hydroxyquinoline is a yellow crystalline solid that is sparingly soluble in water but highly soluble in organic solvents. It has a melting point of approximately 75-77 °C. The compound exhibits a planar structure, with the hydroxyl and nitrogen atoms located in the same plane as the quinoline ring.

Applications

Medicine

In medicine, 8-Hydroxyquinoline has been used as an antiseptic and disinfectant due to its ability to chelate metal ions. It has been incorporated into various topical formulations, such as creams and ointments, to treat skin infections caused by bacteria and fungi. Additionally, 8-Hydroxyquinoline has shown potential as an anticancer agent, with studies indicating its ability to inhibit the growth of certain cancer cells.

Analytical Chemistry

8-Hydroxyquinoline is widely used in analytical chemistry as a complexing agent for metal ions. Its ability to form stable complexes with various metal ions makes it suitable for applications such as metal ion detection, separation, and quantification. The compound is often employed in spectrophotometric and fluorometric methods for the determination of metal ions in samples.

Industrial Processes

In industrial processes, 8-Hydroxyquinoline finds applications as a corrosion inhibitor and as a component in metal plating baths. Its chelating properties enable it to form stable complexes with metal ions, thereby preventing corrosion of metal surfaces. Furthermore, the compound is utilized in the production of rubber and plastics as a stabilizer and antioxidant.

Safety Considerations

While 8-Hydroxyquinoline has a wide range of applications, it is important to handle it with caution. The compound may cause skin and eye irritation upon contact. Ingestion or inhalation of large amounts of 8-Hydroxyquinoline can be harmful and may lead to adverse health effects. It is recommended to follow proper safety protocols and use appropriate protective equipment when working with this compound.

See Also

References

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Contributors: Prab R. Tumpati, MD