4-Bromobenzenesulfonyl chloride 

4-Bromobenzenesulfonyl chloride is a chemical compound that is commonly used in pharmaceuticals, agrochemicals, and materials science. In everyday life, this compound plays a significant role in the development of medications for various medical conditions, such as cancer and diabetes. Additionally, it is utilized in the production of pesticides, herbicides, and other agricultural products. Its applications in materials science include the synthesis of polymers and other advanced materials. Overall, 4-Bromobenzenesulfonyl chloride is a versatile compound that has a profound impact on various aspects of everyday life.

Table of Contents:

💡  Commercial Applications

The 4-Bromobenzenesulfonyl chloride compound, also known as p-toluenesulfonyl chloride, is commonly used in the chemical industry as a reagent for sulfonylation reactions. It is especially valuable in organic synthesis for introducing the sulfonyl group into various organic compounds, providing a wide range of applications in the production of pharmaceuticals, agrochemicals, and dyes. Additionally, 4-Bromobenzenesulfonyl chloride is utilized in the manufacturing of polymers, surfactants, and specialty chemicals due to its high reactivity and stability.

In the realm of drug discovery and pharmaceutical development, 4-Bromobenzenesulfonyl chloride plays a crucial role in the synthesis of sulfa drugs, which are widely used antibiotics with potent antibacterial properties. By selectively attaching the sulfonyl group to specific molecular targets, researchers can modify the biological activity and pharmacokinetics of drug molecules. Furthermore, the compound’s ability to facilitate selective sulfonation reactions makes it an invaluable tool for the creation of custom drug candidates with enhanced efficacy and reduced side effects, contributing to advancements in modern medicine and healthcare.

⚗️  Chemical & Physical Properties

4-Bromobenzenesulfonyl chloride is a white solid with a slight sulfurous odor. It appears as fine crystals that are easily soluble in organic solvents.

With a molar mass of 280.56 g/mol and a density of 1.92 g/cm³, 4-Bromobenzenesulfonyl chloride is much heavier and denser than common food items like sugar and salt.

This compound has a melting point of 70-73 °C and a boiling point of 304 °C. Compared to common food items like butter and chocolate, it has a higher melting and boiling point due to its molecular structure.

4-Bromobenzenesulfonyl chloride is sparingly soluble in water and exhibits high viscosity in organic solvents. This contrasts with common food items that are usually highly soluble in water and have lower viscosities.

🏭  Production & Procurement

4-Bromobenzenesulfonyl chloride is typically produced through the reaction of 4-bromobenzenesulfonic acid with thionyl chloride. This reaction is carried out under reflux conditions to yield the desired product.

In order to procure 4-Bromobenzenesulfonyl chloride, one must typically turn to chemical suppliers and manufacturers who specialize in producing this specific compound. The compound is typically packaged and transported in sealed containers to prevent degradation.

When procuring 4-Bromobenzenesulfonyl chloride, it is important to ensure that the compound is handled and transported in accordance with safety regulations. It is typically classified as a hazardous material due to its potential reactivity and toxicity. It is advised to consult with experts in handling hazardous chemicals to safely transport and store this compound.

⚠️  Safety Considerations

Safety considerations for 4-Bromobenzenesulfonyl chloride include its highly corrosive nature, causing severe burns upon contact with skin, eyes, and mucous membranes. It is also a strong irritant to the respiratory system, and inhalation of its vapors can lead to coughing, shortness of breath, and chest pain. Moreover, this compound is flammable and may release toxic fumes when heated to decomposition, posing a fire hazard as well as a risk of exposure to harmful gases.

Hazard statements for 4-Bromobenzenesulfonyl chloride include “Causes severe skin burns and eye damage,” “May cause respiratory irritation,” and “May be fatal if swallowed and enters airways.” These statements highlight the potential dangers associated with this compound, emphasizing the importance of handling it with extreme caution to avoid harmful effects on health and safety. It is crucial to take proper precautions when working with 4-Bromobenzenesulfonyl chloride to minimize the risk of accidents and exposure.

Precautionary statements for 4-Bromobenzenesulfonyl chloride recommend wearing protective gloves, eye protection, and clothing to prevent skin contact and eye exposure. It is advised to work with this compound in a well-ventilated area to avoid inhalation of vapors and to keep it away from heat, sparks, and open flames to prevent the risk of fire. In case of skin contact, immediate removal of contaminated clothing and thorough rinsing of the affected area with water are essential, and medical attention should be sought if irritation persists. Additionally, proper storage in a cool, dry place away from incompatible materials is crucial to ensure safe handling and minimize risks associated with 4-Bromobenzenesulfonyl chloride.

🔬  Potential Research Directions

One potential research direction for 4-Bromobenzenesulfonyl chloride focuses on its synthesizing methods, aiming to develop more efficient and environmentally friendly processes.

Another avenue of research involves exploring the reactivity of this compound with various nucleophiles and understanding the mechanisms of the resulting transformations.

Furthermore, investigations into the biological activity of 4-Bromobenzenesulfonyl chloride derivatives could provide valuable insights into their potential pharmacological applications.

Lastly, studies on the use of 4-Bromobenzenesulfonyl chloride as a reagent in organic synthesis could lead to the development of new methods for synthesizing complex molecules.

One similar compound to 4-Bromobenzenesulfonyl chloride is 4-Nitrobenzenesulfonyl chloride. This compound has a similar molecular structure, with a nitro group in place of the bromo group. Like 4-Bromobenzenesulfonyl chloride, 4-Nitrobenzenesulfonyl chloride is commonly used as a reagent in chemical synthesis.

Another related compound is 4-Chlorobenzenesulfonyl chloride. This compound is structurally similar to 4-Bromobenzenesulfonyl chloride, with a chlorine atom in place of the bromo group. 4-Chlorobenzenesulfonyl chloride is also utilized in organic synthesis, particularly in the preparation of sulfonamides.

Additionally, 4-Methylbenzenesulfonyl chloride shares a comparable molecular structure with 4-Bromobenzenesulfonyl chloride. In this compound, a methyl group replaces the bromo group, resulting in a slightly different reactivity profile. 4-Methylbenzenesulfonyl chloride is often employed in the synthesis of pharmaceutical compounds and agrochemicals.

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