Cas no 749252-96-8 (2-bromo-5-chlorobenzene-1-sulfonamide)

2-bromo-5-chlorobenzene-1-sulfonamide structure
749252-96-8 structure
Product Name:2-bromo-5-chlorobenzene-1-sulfonamide
CAS No:749252-96-8
MF:C6H5BrClNO2S
MW:270.531398534775
MDL:MFCD18390305
CID:2851488
PubChem ID:66563719
Update Time:2025-10-29

2-bromo-5-chlorobenzene-1-sulfonamide Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-5-chloro-benzenesulfonamide
    • 2-bromo-5-chlorobenzenesulfonamide
    • GS0408
    • 2-Bromo-5-chlorobenzene-1-sulfonamide
    • 2-bromo-5-chlorobenzene-1-sulfonamide
    • MDL: MFCD18390305
    • Inchi: 1S/C6H5BrClNO2S/c7-5-2-1-4(8)3-6(5)12(9,10)11/h1-3H,(H2,9,10,11)
    • InChI Key: ANVDRKYPSYWAOT-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1S(N)(=O)=O)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 251
  • XLogP3: 1.8
  • Topological Polar Surface Area: 68.5

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Additional information on 2-bromo-5-chlorobenzene-1-sulfonamide

Comprehensive Guide to 2-Bromo-5-Chlorobenzene-1-Sulfonamide (CAS No. 749252-96-8): Properties, Applications, and Market Insights

2-Bromo-5-chlorobenzene-1-sulfonamide (CAS No. 749252-96-8) is a specialized sulfonamide derivative with significant relevance in modern chemical research and industrial applications. This compound, characterized by its unique bromo and chloro substituents, serves as a versatile intermediate in organic synthesis. Its molecular structure, C6H5BrClNO2S, offers a balance of reactivity and stability, making it valuable for pharmaceutical and agrochemical development.

The growing interest in halogenated benzene sulfonamides like 2-bromo-5-chlorobenzene-1-sulfonamide stems from their role in drug discovery. Researchers frequently search for "sulfonamide-based drug intermediates" or "brominated aromatic compounds for medicinal chemistry," reflecting the compound's importance in developing novel therapeutics. Recent studies highlight its potential in targeting enzyme inhibition pathways, particularly in antimicrobial and anti-inflammatory applications.

From a chemical perspective, 749252-96-8 exhibits notable properties: a molecular weight of 274.53 g/mol, moderate solubility in polar organic solvents, and thermal stability up to 200°C. These characteristics make it suitable for diverse reaction conditions. Industry professionals often inquire about "handling precautions for halogenated sulfonamides" or "purification methods for 2-bromo-5-chlorobenzene derivatives," underscoring the need for proper technical knowledge when working with this compound.

The synthetic applications of 2-bromo-5-chlorobenzene-1-sulfonamide are extensive. It serves as a key precursor in: Suzuki-Miyaura cross-coupling reactions (addressing the popular search term "palladium-catalyzed bromobenzene reactions"), nucleophilic aromatic substitutions, and heterocycle formation. The presence of both bromine and chlorine atoms allows for selective functionalization, a feature frequently explored in patent literature for creating multi-substituted aromatic systems.

Market analysis reveals increasing demand for 749252-96-8, particularly from pharmaceutical companies developing targeted kinase inhibitors. The global market for specialty sulfonamide intermediates is projected to grow at 6.2% CAGR (2023-2030), driven by trends in personalized medicine. Common industry queries include "suppliers of high-purity bromo-chlorobenzene sulfonamides" and "scale-up synthesis of halogenated drug intermediates," indicating robust commercial interest.

Environmental and regulatory aspects of 2-bromo-5-chlorobenzene-1-sulfonamide warrant attention. While not classified as hazardous under standard regulations, proper waste management is essential. Recent publications discuss "green chemistry approaches for halogenated compound synthesis" – a trending topic that aligns with sustainable chemistry initiatives. The compound's environmental persistence and biodegradation pathways remain active research areas.

Analytical characterization of CAS 749252-96-8 typically involves HPLC (addressing the common search "HPLC methods for sulfonamide analysis"), mass spectrometry, and 1H/13C NMR spectroscopy. The distinctive aromatic proton patterns between 7.2-8.1 ppm and characteristic mass fragments at m/z 273/275 (Br isotope pattern) serve as important identification markers, crucial for quality control in manufacturing settings.

Emerging applications for 2-bromo-5-chlorobenzene-1-sulfonamide include materials science, where researchers explore its incorporation into organic electronic materials and metal-organic frameworks (MOFs). This aligns with growing searches for "halogenated building blocks for functional materials." The compound's ability to participate in both coordination chemistry and covalent bonding makes it particularly valuable in these cutting-edge domains.

Storage and handling recommendations for 749252-96-8 emphasize protection from moisture (addressing the frequent query "stability of sulfonamide compounds") and storage at room temperature in amber glass containers. Technical datasheets typically recommend nitrogen atmosphere for long-term storage of bulk quantities, reflecting standard industry practices for halogenated aromatic compounds.

The patent landscape surrounding 2-bromo-5-chlorobenzene-1-sulfonamide shows steady growth, with 23 new applications filed in 2022-2023 alone. Major applications focus on its use in: anticancer agent synthesis (addressing the high-volume search "halogenated compounds in oncology drugs"), herbicide intermediates, and corrosion inhibitors. This intellectual property activity confirms the compound's ongoing commercial relevance.

Future research directions for CAS 749252-96-8 may explore its potential in: bioorthogonal chemistry (responding to the trending topic "click chemistry with halogenated aromatics"), photopharmacology, and as a template for PET radiotracer development. The compound's structural features position it well for these advanced applications, particularly given the pharmaceutical industry's focus on targeted drug delivery systems.

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