Abstract

This article provides an in-depth overview of 5-Chloro-8-hydroxyquinoline, a compound with the CAS number 130-16-5. It explores its chemical properties, synthesis methods, applications, safety considerations, and environmental impact. By delving into these aspects, the article aims to offer a comprehensive understanding of this compound, its uses, and its significance in various fields.

Introduction to 5-Chloro-8-hydroxyquinoline

5-Chloro-8-hydroxyquinoline, also known as 5-chloro-8-hydroxy-1,10-phenanthroline, is a derivative of the quinoline compound family. It is characterized by the presence of a chlorine atom at the 5th position and a hydroxyl group at the 8th position of the quinoline ring. This compound has been widely studied due to its unique chemical properties and potential applications in various industries.

Chemical Properties

5-Chloro-8-hydroxyquinoline is a crystalline solid with a melting point of approximately 200°C. It is sparingly soluble in water but more soluble in organic solvents such as ethanol, acetone, and dimethylformamide. The compound exhibits a yellowish-green color and has a molecular weight of 194.6 g/mol. Its chemical formula is C12H7ClNO2, and it belongs to the class of heterocyclic compounds.

Synthesis Methods

The synthesis of 5-Chloro-8-hydroxyquinoline can be achieved through various methods, including the reaction of 8-hydroxyquinoline with chloromethane, the condensation of 8-hydroxyquinoline with chloroacetone, and the reaction of 8-hydroxyquinoline with chloroaniline. Each method has its own advantages and limitations, and the choice of synthesis route depends on the desired purity and yield of the compound.

Applications

5-Chloro-8-hydroxyquinoline finds applications in several fields due to its unique properties. It is used as a ligand in the preparation of coordination compounds, particularly in the synthesis of metal complexes. These complexes have applications in catalysis, sensors, and materials science. Additionally, the compound is used as an analytical reagent for the determination of certain metal ions in solution.

Safety Considerations

As with any chemical compound, 5-Chloro-8-hydroxyquinoline requires careful handling and storage. It is toxic if ingested, inhaled, or absorbed through the skin. Adequate personal protective equipment, such as gloves, goggles, and lab coats, should be worn when working with this compound. Proper ventilation and waste disposal procedures are also essential to minimize the risk of exposure.

Environmental Impact

The environmental impact of 5-Chloro-8-hydroxyquinoline is a subject of concern. The compound is persistent in the environment and can bioaccumulate in organisms. Its potential to cause ecological harm has led to the implementation of strict regulations regarding its use and disposal. Proper waste management and environmental monitoring are crucial to mitigate its impact on the ecosystem.

Conclusion

In conclusion, 5-Chloro-8-hydroxyquinoline, with the CAS number 130-16-5, is a versatile compound with a range of applications. Its unique chemical properties, synthesis methods, and potential uses in various industries highlight its significance. However, it is essential to consider the safety and environmental impact associated with its use. By understanding these aspects, researchers and industries can make informed decisions regarding the handling and application of this compound.

Keywords

5-Chloro-8-hydroxyquinoline, CAS 130-16-5, chemical properties, synthesis methods, applications, safety considerations, environmental impact