Decoding CAS 76205-19-1： What You Need to Know About 1-(4-Chlorophenyl)-3-hydroxypyrazole

Abstract

This article aims to decode CAS 76205-19-1, focusing on the compound 1-(4-Chlorophenyl)-3-hydroxypyrazole. It provides an in-depth analysis of its chemical structure, properties, synthesis methods, applications, safety considerations, and environmental impact. By exploring these aspects, the article offers a comprehensive understanding of this compound, its significance in various fields, and the knowledge necessary for its safe and responsible use.

Introduction to 1-(4-Chlorophenyl)-3-hydroxypyrazole

1-(4-Chlorophenyl)-3-hydroxypyrazole, also known as CAS 76205-19-1, is a synthetic organic compound that belongs to the pyrazole family. It is characterized by a pyrazole ring substituted with a 4-chlorophenyl group and a hydroxyl group. This compound has gained attention due to its potential applications in pharmaceuticals, agrochemicals, and other industries. In this article, we will delve into the various aspects of 1-(4-Chlorophenyl)-3-hydroxypyrazole, providing a comprehensive understanding of its properties and significance.

Chemical Structure and Properties

The chemical structure of 1-(4-Chlorophenyl)-3-hydroxypyrazole consists of a pyrazole ring, which is a five-membered heterocyclic compound containing two nitrogen atoms. The 4-chlorophenyl group is attached to one of the nitrogen atoms, while the hydroxyl group is attached to the other nitrogen atom. This structure contributes to the compound's unique properties, such as its solubility in organic solvents and its ability to form hydrogen bonds with other molecules.

The physical properties of 1-(4-Chlorophenyl)-3-hydroxypyrazole include a melting point of approximately 244-246°C and a boiling point of around 410-412°C. It is a white crystalline solid that is stable under normal conditions. The compound is also sensitive to light and heat, which can lead to degradation and the formation of by-products.

Synthesis Methods

The synthesis of 1-(4-Chlorophenyl)-3-hydroxypyrazole can be achieved through various methods, including the Knoevenagel condensation, the Biginelli reaction, and the multicomponent reaction. The Knoevenagel condensation involves the reaction of a β-ketoester with an aldehyde or ketone in the presence of a base, followed by cyclization to form the pyrazole ring. The Biginelli reaction utilizes a condensation of malononitrile, an aldehyde, and urea to produce the pyrazole ring. The multicomponent reaction involves the simultaneous formation of the pyrazole ring and the 4-chlorophenyl group through the reaction of a primary amine, a β-ketoester, and a chlorophenyl halide.

Each synthesis method has its advantages and limitations, and the choice of method depends on factors such as the desired purity, yield, and cost of the compound.

Applications

1-(4-Chlorophenyl)-3-hydroxypyrazole has several potential applications in various fields. In the pharmaceutical industry, it has been explored as a lead compound for the development of new drugs, particularly in the areas of antiviral, antibacterial, and antifungal agents. Its unique structure and properties make it a promising candidate for the discovery of novel therapeutic agents.

In the agrochemical industry, 1-(4-Chlorophenyl)-3-hydroxypyrazole can be used as an intermediate for the synthesis of herbicides, insecticides, and fungicides. Its ability to form hydrogen bonds and its interaction with various biological targets make it a valuable compound for the development of effective agrochemicals.

Additionally, the compound has potential applications in materials science, where it can be used as a building block for the synthesis of novel polymers and organic electronic materials.

Safety Considerations

The safety of 1-(4-Chlorophenyl)-3-hydroxypyrazole is an important aspect to consider. The compound is classified as a hazardous substance, and appropriate precautions should be taken during its handling, storage, and disposal. It is recommended to wear personal protective equipment, such as gloves and safety goggles, when working with this compound.

The acute toxicity of 1-(4-Chlorophenyl)-3-hydroxypyrazole has been evaluated in animal studies, and it is considered to have moderate toxicity. However, the chronic toxicity and carcinogenic potential of the compound are not fully understood, and further research is needed to assess its long-term effects on human health.

Environmental Impact

The environmental impact of 1-(4-Chlorophenyl)-3-hydroxypyrazole is another critical consideration. The compound is not biodegradable and can persist in the environment for an extended period. Its potential to bioaccumulate in organisms and its toxicity to aquatic life have raised concerns about its environmental fate and impact.

Efforts should be made to minimize the release of 1-(4-Chlorophenyl)-3-hydroxypyrazole into the environment, and proper waste management practices should be implemented to prevent its contamination of soil, water, and air.

Conclusion

In conclusion, 1-(4-Chlorophenyl)-3-hydroxypyrazole, with CAS 76205-19-1, is a versatile compound with potential applications in various industries. Its unique chemical structure and properties make it a valuable compound for the development of new drugs, agrochemicals, and materials. However, it is important to consider the safety, environmental impact, and proper handling of this compound to ensure its responsible use.

By understanding the synthesis methods, applications, safety considerations, and environmental impact of 1-(4-Chlorophenyl)-3-hydroxypyrazole, researchers, manufacturers, and regulatory agencies can make informed decisions regarding its use and regulation.

Keywords: 1-(4-Chlorophenyl)-3-hydroxypyrazole, CAS 76205-19-1, pyrazole, synthesis, applications, safety, environmental impact