Sodium p-Toluenesulfinate 824-79-3: Properties, Applications, and Benefits in Chemical Synthesis


Posted January 11, 2025 by jiaxingjinli

Sodium p-Toluenesulfinate (CAS 824-79-3) is an important organosulfur compound widely used in organic synthesis.
 
Sodium p-Toluenesulfinate (CAS 824-79-3) is an important organosulfur compound widely used in organic synthesis. It is a versatile reagent that plays a crucial role in various chemical reactions, from sulfonation to polymer production.

What is Sodium p-Toluenesulfinate 824-79-3?
Sodium p-Toluenesulfinate 824-79-3 is the sodium salt of p-toluenesulfinic acid, an organosulfur compound where the sulfinic acid group is bonded to a toluene (methylbenzene) ring. This compound is a white, crystalline solid that is highly soluble in water and alcohol. It is often used as a source of the sulfonate group in various chemical reactions, making it a valuable intermediate in the synthesis of numerous organic compounds.

The compound’s structure, with its sulfinic acid group attached to the aromatic ring, provides it with significant reactivity. It can participate in a variety of reactions, including sulfonation, nucleophilic substitution, and coupling reactions, which contribute to its widespread use in organic chemistry.

Key Applications of Sodium p-Toluenesulfinate 824-79-3
Sodium p-Toluenesulfinate 824-79-3 is employed in various industrial and laboratory applications due to its reactivity and versatility. Below are the primary uses of this compound in chemical synthesis:

1. Sulfonation Reactions
One of the most important applications of Sodium p-Toluenesulfinate 824-79-3 is in sulfonation reactions. The sulfinic acid group can be readily substituted onto an aromatic ring, making this compound useful for the preparation of sulfonated aromatic compounds. These sulfonated products are valuable in a variety of industries, including the production of surfactants, dyes, and pharmaceuticals.

2. Synthesis of Pharmaceutical Intermediates
Sodium p-Toluenesulfinate 824-79-3 is used in the pharmaceutical industry to synthesize key intermediates for drug formulations. The sulfonate group can be incorporated into molecules that possess antimicrobial, anti-inflammatory, or anticancer properties, making this compound a useful building block for pharmaceutical development.

3. Organic Synthesis and Coupling Reactions
Sodium p-Toluenesulfinate 824-79-3 serves as an essential intermediate in various organic synthesis processes. It can participate in coupling reactions with other nucleophilic reagents, leading to the formation of more complex structures. These reactions are useful in the creation of fine chemicals, specialty chemicals, and polymers.

4. Polymer Chemistry
In polymer chemistry, Sodium p-Toluenesulfinate 824-79-3 is used as a sulfonating agent for the preparation of sulfonated polymers. These polymers have applications in water treatment, fuel cells, and as ion-exchange resins. The sulfonation of aromatic compounds with Sodium p-Toluenesulfinate 824-79-3 is an effective method for introducing sulfonic acid groups into polymer backbones, enhancing the polymer’s solubility and conductivity.

5. Preparation of Surfactants and Detergents
Sodium p-Toluenesulfinate 824-79-3 is also a precursor to various surfactants and detergents. The sulfonate group introduced through sulfonation provides the hydrophilic component necessary for the surfactant's amphiphilic properties. These surfactants are crucial in industrial cleaning, personal care products, and emulsification processes.

Properties of Sodium p-Toluenesulfinate 824-79-3
The physical and chemical properties of Sodium p-Toluenesulfinate 824-79-3 make it highly useful for a wide range of applications. Below are some of its key properties:

1. Molecular Structure
Sodium p-Toluenesulfinate 824-79-3 has a molecular structure consisting of a toluene (methylbenzene) ring attached to a sulfonate group (–SO2Na). This structure allows for significant reactivity, especially in reactions where the sulfonate group needs to be transferred or substituted onto other compounds.

2. Solubility
Sodium p-Toluenesulfinate 824-79-3 is highly soluble in water and alcohol, which makes it convenient for use in aqueous and alcoholic solution-based reactions. This solubility enhances its utility in various industrial and laboratory applications.

3. Stability
Sodium p-Toluenesulfinate 824-79-3 is relatively stable under normal conditions, but it should be stored in a cool, dry place away from strong acids or bases. The compound can decompose if exposed to extreme temperatures or reactive substances, so careful handling and storage are required to maintain its integrity.

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Last Updated January 11, 2025