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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Bromobenzenes
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Halobenzenes Bromobenzenes

Comprehensive Guide to (3-Bromophenyl)methanesulfonamide (CAS No. 919354-04-4): Properties, Applications, and Market Insights

(3-Bromophenyl)methanesulfonamide (CAS No. 919354-04-4) is a specialized organosulfur compound with a molecular formula of C₇H₈BrNO₂S. This brominated aromatic sulfonamide has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features. The compound's molecular weight is 250.11 g/mol, and it typically appears as a white to off-white crystalline powder under standard conditions.

The chemical structure of (3-Bromophenyl)methanesulfonamide features a bromine substituent at the meta-position of the phenyl ring, which significantly influences its reactivity and potential applications. This sulfonamide derivative demonstrates moderate solubility in polar organic solvents such as dimethyl sulfoxide (DMSO) and methanol, while exhibiting limited solubility in water. Researchers particularly value this compound for its potential as a building block in medicinal chemistry and as a precursor for various biologically active molecules.

Recent scientific literature highlights the growing importance of (3-Bromophenyl)methanesulfonamide in drug discovery programs. Its sulfonamide moiety makes it particularly interesting for the development of enzyme inhibitors, as this functional group often participates in crucial hydrogen bonding interactions with biological targets. The bromine atom provides an excellent handle for further functionalization through modern cross-coupling reactions, making this compound versatile for structure-activity relationship studies.

In material science applications, (3-Bromophenyl)methanesulfonamide has shown promise as a precursor for advanced polymers with specific electronic properties. The combination of aromatic bromine and sulfonamide groups offers unique opportunities for creating materials with tailored characteristics. Researchers are investigating its potential in developing high-performance polymers for specialized applications where thermal stability and chemical resistance are paramount.

The synthesis of (3-Bromophenyl)methanesulfonamide typically involves the bromination of appropriate phenyl precursors followed by sulfonamide formation. Modern synthetic approaches emphasize atom economy and green chemistry principles, reflecting the growing demand for sustainable chemical processes. The compound's purity is typically verified using HPLC, NMR spectroscopy, and mass spectrometry, ensuring it meets the stringent requirements of pharmaceutical applications.

From a commercial perspective, (3-Bromophenyl)methanesulfonamide has seen steady demand growth in recent years, particularly from contract research organizations and pharmaceutical companies engaged in drug discovery. The global market for such fine chemicals is projected to expand significantly, driven by increasing R&D investments in targeted therapies and personalized medicine. Suppliers typically offer this compound in various packaging options, ranging from gram quantities for research use to kilogram scales for industrial applications.

Storage and handling of (3-Bromophenyl)methanesulfonamide require standard laboratory precautions. The compound should be kept in a cool, dry place, protected from light and moisture to maintain stability. While not classified as highly hazardous, appropriate personal protective equipment should be used when handling the material, including gloves and safety glasses, following good laboratory practices.

Recent patent literature reveals several innovative applications of (3-Bromophenyl)methanesulfonamide derivatives, particularly in the development of kinase inhibitors and antimicrobial agents. The compound's structural features make it particularly valuable for creating selective pharmaceutical agents with improved pharmacokinetic properties. These developments align with current trends in precision medicine and targeted drug delivery systems.

Analytical methods for (3-Bromophenyl)methanesulfonamide characterization continue to evolve, with advanced techniques such as LC-MS/MS and high-field NMR providing deeper insights into its properties and potential impurities. Quality control protocols have become increasingly stringent, reflecting the compound's growing importance in high-value applications where purity and consistency are critical.

Looking ahead, (3-Bromophenyl)methanesulfonamide is poised to maintain its relevance in chemical research and development. Its unique combination of reactivity, stability, and functional versatility ensures continued interest from both academic and industrial researchers. As synthetic methodologies advance and new applications emerge, this compound will likely play an increasingly important role in the development of next-generation specialty chemicals and pharmaceutical intermediates.

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