Description

m-Bromobenzenesulphonyl chloride (CAS No. 2905-24-0) is a high-purity sulfonyl chloride derivative with the molecular formula C₆H₄BrClO₂S and IUPAC name 3-bromobenzenesulfonyl chloride. This compound is a versatile reagent widely used in organic synthesis, particularly in the preparation of sulfonamides, sulfonate esters, and other functionalized aromatic intermediates. Its reactive sulfonyl chloride group enables efficient coupling with amines and alcohols, making it valuable for pharmaceutical, agrochemical, and materials science research. Supplied as a crystalline solid, it is rigorously tested for purity and stability, ensuring optimal performance in demanding synthetic applications. Store under inert conditions to maintain reactivity.

Properties

• CAS Number: 2905-24-0
• Complexity: 221
• IUPAC Name: 3-bromobenzenesulfonyl chloride
• InChI: InChI=1S/C6H4BrClO2S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H
• InChI Key: PJGOLCXVWIYXRQ-UHFFFAOYSA-N
• Exact Mass: 253.88039
• Molecular Formula: C6H4BrClO2S
• Molecular Weight: 255.52
• SMILES: C1=CC(=CC(=C1)Br)S(=O)(=O)Cl
• Topological: 42.5
• Monoisotopic Mass: 253.88039
• Synonyms: 2905-24-0, 3-bromobenzene-1-sulfonyl chloride, M-BROMOBENZENESULPHONYL CHLORIDE, DTXSID60183287, DTXCID70105778, 628-300-2, 3-Bromobenzenesulfonyl chloride, 3-Bromobenzenesulphonyl Chloride, Benzenesulfonyl chloride, 3-bromo-, m-bromobenzenesulfonyl chloride, 3-bromo-benzenesulfonyl chloride, MFCD00052313, 3-bromobenzenesulfonylchloride, 3-bromobenzene sulfonyl chloride, 3-bromophenylsulfonyl chloride, (3-bromophenyl)chlorosulfone, 3-bromobenzensulfonyl chloride, SCHEMBL101963, 3-bromobenzenesulfonyl-chloride, 3-bromophenylsulphonyl chloride, 3-bromophenyl sulfonyl chloride, 3-bromo benzenesulfonyl chloride, 3-bromophenyl sulphonyl chloride, 3-bromobenzene sulphonyl chloride, 3-bromanylbenzenesulfonyl chloride, 3-bromo-benzene sulfonyl chloride, SBB063782, 3-Bromobenzenesulfonyl chloride, 96%, AKOS001063765, AB02184, CS-W007356, FB46315, AS-18789, DB-013114, B2389, EN300-06828, A819737, Z56933874, 3-Bromobenzene-1-sulfonyl Chloride; 3-Bromophenylsulfonyl Chloride; m-Bromobenzenesulfonyl Chloride

Application

m-Bromobenzenesulphonyl chloride is primarily employed as a key intermediate in the synthesis of sulfonamide-based pharmaceuticals and bioactive molecules. It is utilized in cross-coupling reactions to introduce sulfonyl functionalities into aromatic systems for drug discovery. Researchers also use it to modify polymers and surfaces via sulfonylation reactions. Its bromo-substituted aromatic ring further enables participation in palladium-catalyzed transformations.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (81.2%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1B (100%)
• Eye Dam. 1 (81.2%)

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