4-Chlorobenzenesulfonyl Chloride (CAS 98-60-2) CAS Number: A Deep Dive into Its Applications

January 21, 2025

Abstract

This article provides a comprehensive overview of 4-Chlorobenzenesulfonyl Chloride (CAS 98-60-2), a chemical compound with diverse applications across various industries. The article delves into the chemical properties, synthesis methods, and applications of this compound, including its use in pharmaceuticals, agrochemicals, and organic synthesis. It also discusses the safety and regulatory aspects associated with its use, highlighting its importance in modern chemical processes.

Introduction to 4-Chlorobenzenesulfonyl Chloride (CAS 98-60-2)

4-Chlorobenzenesulfonyl Chloride, with the CAS number 98-60-2, is a versatile organic compound that finds extensive use in the chemical industry. It is a chlorinated derivative of benzenesulfonyl chloride, characterized by the presence of a chlorine atom attached to the benzene ring. This compound is primarily used as an intermediate in the synthesis of various chemicals, including pharmaceuticals, agrochemicals, and dyes.

Chemical Properties of 4-Chlorobenzenesulfonyl Chloride

4-Chlorobenzenesulfonyl Chloride is a colorless to pale yellow liquid with a pungent odor. It is highly reactive and can undergo various chemical transformations, making it a valuable intermediate in organic synthesis. The compound is soluble in organic solvents such as chloroform, acetone, and benzene but is not soluble in water. Its boiling point is approximately 244°C, and it has a melting point of around 30°C.

Synthesis of 4-Chlorobenzenesulfonyl Chloride

The synthesis of 4-Chlorobenzenesulfonyl Chloride involves several steps, including the chlorination of benzenesulfonyl chloride. The process typically starts with the reaction of benzenesulfonyl chloride with a chlorinating agent, such as thionyl chloride or phosphorus pentachloride, to introduce the chlorine atom onto the benzene ring. The resulting 4-chlorobenzenesulfonyl chloride is then purified through distillation or crystallization.

Applications in Pharmaceuticals

4-Chlorobenzenesulfonyl Chloride plays a crucial role in the synthesis of pharmaceuticals. It is used as a key intermediate in the production of various drugs, including anti-inflammatory agents, analgesics, and cardiovascular medications. For instance, it is involved in the synthesis of drugs like ibuprofen and naproxen, which are widely used for pain relief and inflammation reduction.

Applications in Agrochemicals

In the agrochemical industry, 4-Chlorobenzenesulfonyl Chloride is utilized in the production of herbicides, fungicides, and insecticides. It serves as an intermediate in the synthesis of active ingredients that are effective in controlling pests and diseases in agricultural crops. The compound's reactivity and versatility make it a valuable component in the development of new agrochemicals.

Applications in Organic Synthesis

4-Chlorobenzenesulfonyl Chloride is extensively used in organic synthesis due to its ability to introduce a sulfonyl chloride group into various organic molecules. This group can then be further transformed into sulfonamides, sulfonates, and other functionalized compounds. The compound's role in organic synthesis is particularly significant in the development of new materials, polymers, and specialty chemicals.

Safety and Regulatory Considerations

The use of 4-Chlorobenzenesulfonyl Chloride requires careful handling and adherence to safety protocols due to its potential hazards. The compound is toxic if inhaled, ingested, or absorbed through the skin, and it can cause severe irritation. As such, it is classified as a hazardous substance under various regulatory frameworks, including the European Union's REACH and the United States' OSHA.

Conclusion

4-Chlorobenzenesulfonyl Chloride (CAS 98-60-2) is a versatile chemical intermediate with significant applications in the pharmaceutical, agrochemical, and organic synthesis industries. Its ability to introduce a sulfonyl chloride group into organic molecules makes it a valuable tool in the development of new drugs, agrochemicals, and specialty chemicals. Despite its potential hazards, proper handling and regulatory compliance ensure its safe and effective use in modern chemical processes.

Keywords: 4-Chlorobenzenesulfonyl Chloride, CAS 98-60-2, pharmaceuticals, agrochemicals, organic synthesis, safety, regulatory considerations

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