Cas no 89599-01-9 (3-Bromobenzenesulfonamide)

3-Bromobenzenesulfonamide is a sulfonamide derivative featuring a bromine substituent at the meta position of the benzene ring. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and specialty chemicals. Its reactive bromine and sulfonamide functional groups enable versatile transformations, including nucleophilic substitutions and cross-coupling reactions. The compound exhibits good stability under standard conditions, facilitating handling and storage. Its well-defined structure and purity make it suitable for precise synthetic applications. Researchers value 3-Bromobenzenesulfonamide for its role in constructing complex molecules, particularly in medicinal chemistry where sulfonamide motifs are prevalent.
3-Bromobenzenesulfonamide structure
3-Bromobenzenesulfonamide structure
Product Name:3-Bromobenzenesulfonamide
CAS No:89599-01-9
MF:C6H6BrNO2S
MW:236.086339473724
MDL:MFCD00084903
CID:61290
PubChem ID:24880115
Update Time:2025-10-29

3-Bromobenzenesulfonamide Chemical and Physical Properties

Names and Identifiers

    • 3-Bromobenzenesulphonamide
    • m-bromobenzenesulfonamide
    • 3-Bromobenzenesulfonamide
    • 3-Bromo-benzenesulfonamide
    • 3-Bromobenzene-1-Sulfonamide
    • benzenesulfonamide, 3-bromo-
    • 3-bromanylbenzenesulfonamide
    • PubChem11759
    • 3-bromophenylsulfonamide
    • 3-BROMO-BENZENESULFONIC ACID AMIDE
    • 3-bromobenzene sulfonamide
    • 3-bromobenzene-sulfonamide
    • 3-BROMOBENESULFONAMIDE
    • KSC492S2B
    • MUBJNMWVQGHHLG-UHFFFAOYSA-N
    • 3-Bromobenzenesulfonamide (ACI)
    • Benzenesulfonamide, m-bromo- (7CI)
    • 3-(Aminosulfonyl)-bromobenzene
    • 3-Sulfamoyl-1-bromobenzene
    • 3-Bromobenzenesulfonamide, 97%
    • AB03164
    • B5734
    • EN300-124454
    • DB-013633
    • MFCD00084903
    • 89599-01-9
    • 3-bromobenzene-1-sulphonamide
    • SCHEMBL264103
    • CS-W004130
    • STL555734
    • PS-3032
    • A843244
    • BBL101937
    • J-200053
    • DTXSID80370490
    • AN-652/43422937
    • Z45415621
    • AKOS000147474
    • TCMDC-123819
    • SY010674
    • CHEMBL531249
    • A836786
    • MDL: MFCD00084903
    • Inchi: 1S/C6H6BrNO2S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H,(H2,8,9,10)
    • InChI Key: MUBJNMWVQGHHLG-UHFFFAOYSA-N
    • SMILES: O=S(C1C=C(Br)C=CC=1)(N)=O

Computed Properties

  • Exact Mass: 234.93000
  • Monoisotopic Mass: 234.93
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 221
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.4
  • Topological Polar Surface Area: 68.5
  • Surface Charge: 0
  • Tautomer Count: nothing

Experimental Properties

  • Color/Form: solid
  • Density: 1.754
  • Melting Point: 156.0 to 160.0 deg-C
  • Boiling Point: 375.8°C at 760 mmHg
  • Flash Point: 181.1℃
  • PSA: 68.54000
  • LogP: 2.87760
  • Solubility: Not determined

3-Bromobenzenesulfonamide Security Information

3-Bromobenzenesulfonamide Customs Data

  • HS CODE:2935009090
  • Customs Data:

    China Customs Code:

    2935009090

    Overview:

    2935009090 Other sulphonates(Acyl)amine. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:35.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

3-Bromobenzenesulfonamide Pricemore >>

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3-Bromobenzenesulfonamide Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Ammonia Solvents: Acetonitrile ,  Water ;  0 °C; 1 h, rt
Reference
Design and synthesis of triazolopyrimidine acylsulfonamides as novel anti-mycobacterial leads acting through inhibition of acetohydroxyacid synthase
Patil, Vikas; Kale, Manoj; Raichurkar, Anandkumar; Bhaskar, Brahatheeswaran; Prahlad, Dwarakanath; et al, Bioorganic & Medicinal Chemistry Letters, 2014, 24(9), 2222-2225

Production Method 2

Reaction Conditions
1.1 Reagents: Ammonium hydroxide ;  3 - 4 h, 0 °C
Reference
Unexpected C=N bond formation via NaI-catalyzed oxidative de-tetra-hydrogenative cross-couplings between N,N-dimethyl aniline and sulfamides
Zheng, Yang; Mao, Jincheng; Chen, Jie; Rong, Guangwei; Liu, Defu; et al, RSC Advances, 2015, 5(62), 50113-50117

Production Method 3

Reaction Conditions
1.1 Reagents: Aluminum ,  Iodine Solvents: Acetonitrile ;  18 h, 80 °C
1.2 Reagents: Hydrochloric acid Solvents: Water
Reference
Chemoselective Cleavage of Acylsulfonamides and Sulfonamides by Aluminum Halides
Sang, Dayong ; Dong, Bingqian; Liu, Yunfeng; Tian, Juan, Journal of Organic Chemistry, 2022, 87(5), 3586-3595

Production Method 4

Reaction Conditions
1.1 Reagents: Ammonium carbamate ,  Iodobenzene diacetate Solvents: Methanol ;  24 h, rt
Reference
Photocatalytic Late-Stage Functionalization of Sulfonamides via Sulfonyl Radical Intermediates
Tilby, Michael J.; Dewez, Damien F.; Pantaine, Loic R. E.; Hall, Adrian; Martinez-Lamenca, Carolina; et al, ACS Catalysis, 2022, 12(10), 6060-6067

Production Method 5

Reaction Conditions
1.1 Reagents: Ammonia Solvents: Dichloromethane ,  Water ;  0 °C → rt; 2 h, rt
Reference
Design and Synthesis of Benzenesulfonamide Derivatives as Potent Anti-Influenza Hemagglutinin Inhibitors
Tang, Guozhi; Lin, Xianfeng; Qiu, Zongxing; Li, Wentao; Zhu, Lei; et al, ACS Medicinal Chemistry Letters, 2011, 2(8), 603-607

3-Bromobenzenesulfonamide Raw materials

3-Bromobenzenesulfonamide Preparation Products

Additional information on 3-Bromobenzenesulfonamide

Comprehensive Overview of 3-Bromobenzenesulfonamide (CAS No. 89599-01-9): Properties, Applications, and Industry Insights

3-Bromobenzenesulfonamide (CAS No. 89599-01-9) is a specialized organic compound widely utilized in pharmaceutical intermediates, agrochemical synthesis, and material science research. This brominated sulfonamide derivative exhibits unique chemical properties, making it a valuable building block for advanced molecular designs. With the growing demand for high-purity sulfonamide compounds in drug discovery, researchers are increasingly focusing on optimizing its synthetic pathways and exploring novel applications.

The molecular structure of 3-Bromobenzenesulfonamide features a benzene ring substituted with both a bromine atom at the meta position and a sulfonamide functional group. This configuration contributes to its enhanced reactivity in nucleophilic substitution reactions, particularly in the development of biologically active molecules. Recent studies highlight its potential as a key intermediate for antimicrobial agents and enzyme inhibitors, aligning with current industry trends toward targeted therapeutics.

In material science, 89599-01-9 demonstrates promising characteristics for polymer modification and surface functionalization. Its ability to form stable hydrogen bonds through the sulfonamide group makes it suitable for creating advanced functional materials with tailored properties. Researchers are investigating its role in developing self-assembling monolayers and molecular recognition systems, addressing the growing need for smart materials in nanotechnology applications.

The synthesis of 3-Bromobenzenesulfonamide typically involves bromination of benzenesulfonamide derivatives under controlled conditions. Modern green chemistry approaches are being applied to improve yield and reduce environmental impact, responding to the pharmaceutical industry's sustainability initiatives. Analytical techniques such as HPLC purity testing and spectroscopic characterization ensure compliance with stringent quality standards required for research and industrial applications.

Market analysis indicates rising demand for halogenated sulfonamides like 3-Bromobenzenesulfonamide, driven by expanding applications in medicinal chemistry and material engineering. Regulatory considerations emphasize proper handling procedures and storage conditions to maintain compound stability. As research continues to uncover new potential uses, this compound remains at the forefront of specialty chemical innovation, offering solutions for complex scientific challenges across multiple disciplines.

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