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Nov . 06, 2024 02:13 Back to list

Tosyl Chloride CAS 98-59-9 Supplier and Manufacturer Information and Products



Tosyl Chloride A Comprehensive Overview of Its Manufacturing and Applications


Tosyl chloride, also known as p-toluenesulfonyl chloride, is a chemical compound with the formula C7H7ClO2S. It is a colorless, oily liquid with a pungent odor and is widely used in organic synthesis and chemistry. Registered under the CAS number 98-59-9, tosyl chloride serves as a versatile reagent that facilitates the introduction of the tosyl (tosyloxy) group into various organic compounds. This article will explore the manufacturing process of tosyl chloride, its applications, and its significance in the chemical industry.


Manufacturing Process


The production of tosyl chloride involves a reaction between p-toluenesulfonic acid and thionyl chloride (SOCl2) or phosphorus pentachloride (PCl5). The general reaction scheme can be summarized as follows


1. Starting Material p-Toluenesulfonic acid (p-TsOH) serves as the primary starting material. This compound is readily available and is usually derived from the sulfonation of toluene. 2. Chlorination Reaction Upon reacting with thionyl chloride or phosphorus pentachloride, p-toluenesulfonic acid undergoes chlorination, where the hydroxyl group (-OH) is replaced by a chlorosulfonyl (-Cl) group. This transformation produces tosyl chloride, along with by-products like sulfur dioxide (SO2) and hydrochloric acid (HCl) in the case of using thionyl chloride.


3. Purification Post-reaction, the tosyl chloride is typically purified via distillation to remove any residual starting materials and by-products. The final product is collected and stored under an inert atmosphere to prevent degradation or moisture absorption.


Manufacturers of tosyl chloride must maintain high standards of safety and environmental compliance, as both thionyl chloride and the by-products are hazardous materials

. Proper engineering controls, such as fume hoods and closed systems, are essential to ensure the safe handling of these chemicals.

Applications


Tosyl chloride is a highly valued reagent in both laboratory and industrial settings. Its functionalities and reactivity allow it to be employed in several applications, including


tosyl chloride cas 98-59-9 manufacturer

Tosyl Chloride CAS 98-59-9 Supplier and Manufacturer Information and Products

1. Protection of Alcohols One of the primary uses of tosyl chloride is in the protection of alcohols. By converting alcohols into tosylates, chemists can prevent unwanted reactions during subsequent steps in synthetic pathways. Tosylates are excellent leaving groups, making them ideal candidates for nucleophilic substitution reactions.


2. Synthetic Intermediates Tosyl chloride is utilized in the synthesis of various complex organic molecules. It acts as an intermediate in the preparation of sulfonamide derivatives and other pharmaceutical agents.


3. Nucleophilic Substitution Reactions The tosyl group is highly electrophilic, which facilitates nucleophilic substitution reactions. Tosylates can be easily converted into amines, thiols, or other nucleophiles, thereby increasing the diversity of chemical transformations.


4. Polymer Chemistry In polymer science, tosyl chloride is used to modify polysaccharides and other polymers, allowing for greater control over their properties.


5. Reagent in Chemical Reactions Tosyl chloride serves as a reagent in various chemical reactions, including the synthesis of heterocycles and other functionalized compounds.


Conclusion


Tosyl chloride (CAS 98-59-9) plays a critical role in the field of organic chemistry and pharmaceuticals. Its ability to facilitate the protection and functionalization of various organic substrates makes it an invaluable tool for chemists. The manufacturing process, while straightforward, requires careful attention to safety and environmental considerations. As the demand for efficient chemical synthesis continues to grow, tosyl chloride will undoubtedly remain a staple in laboratories and industrial settings alike.


In summary, the importance of tosyl chloride extends beyond its utility in synthetic procedures it significantly contributes to advancements in drug development, materials science, and organic chemistry as a whole. As manufacturers continue to innovate and enhance production methods, the future of tosyl chloride is bright, promising further applications and a sustained presence in the chemical industry.


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