Description

5-Bromo-2-methoxybenzene-1-sulfonyl chloride (CAS No. 23095-05-8) is a high-purity sulfonyl chloride derivative extensively utilized in organic synthesis and pharmaceutical research. With the molecular formula C₇H₆BrClO₃S, this compound serves as a versatile intermediate for the introduction of sulfonyl groups into target molecules. Its IUPAC name, 5-bromo-2-methoxybenzenesulfonyl chloride, reflects its precise chemical structure, featuring a bromo-substituted aromatic ring with a methoxy group at the ortho position and a reactive sulfonyl chloride moiety.

This reagent is particularly valuable in the synthesis of sulfonamides, sulfonate esters, and other sulfonyl-containing compounds, which are pivotal in drug discovery and material science applications. Supplied as a crystalline solid, it is rigorously tested for purity and stability, ensuring optimal performance in demanding laboratory conditions. Store in a cool, dry place under inert conditions to maintain reactivity.

Properties

• CAS Number: 23095-05-8
• Complexity: 261
• IUPAC Name: 5-bromo-2-methoxy-benzenesulfonyl chloride
• InChI: InChI=1S/C7H6BrClO3S/c1-12-6-3-2-5(8)4-7(6)13(9,10)11/h2-4H,1H3
• InChI Key: IXSBNNRUQYYMRM-UHFFFAOYSA-N
• Exact Mass: 283.89096
• Molecular Formula: C7H6BrClO3S
• Molecular Weight: 285.54
• SMILES: COC1=C(C=C(C=C1)Br)S(=O)(=O)Cl
• Topological: 51.8
• Monoisotopic Mass: 283.89096
• Synonyms: 5-Bromo-2-Methoxybenzene-1-Sulfonyl Chloride, 625-262-9, 5-Bromo-2-methoxybenzenesulfonyl chloride, 23095-05-8, Benzenesulfonyl chloride, 5-bromo-2-methoxy-, MFCD00051768, 5-Bromo-2-methoxybenzenesulphonyl chloride, 5-BROMO-2-METHOXYBENZENESULFONYLCHLORIDE, SCHEMBL47015, DTXSID30334224, ALBB-027022, STR07951, SBB081969, AKOS001427854, (5-bromo-2-methoxyphenyl)chlorosulfone, CS-W010023, 5-bromo-2methoxybenzenesulfonyl chloride, 2-methoxy-5-bromobenzenesulfonyl chloride, 5-Bromo-2-methoxy-benzenesulfonyl chloride, B3965, EN300-10737, 5-Bromo-2-methoxybenzenesulfonyl chloride, 97%, Z104494082

Application

5-Bromo-2-methoxybenzene-1-sulfonyl chloride is widely employed as a key intermediate in the synthesis of biologically active sulfonamide derivatives, which are critical in medicinal chemistry for developing antimicrobial and anticancer agents. It is also used in polymer chemistry to modify aromatic monomers for advanced material applications. Researchers leverage its reactivity in cross-coupling reactions and as a precursor for functionalized aromatic systems.

Safety and Hazards

GHS Hazard Statements

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

Precautionary Statements

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

Hazard Classes and Categories

• Skin Corr. 1B (100%)

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