Description

3-Chlorobenzenesulphonyl chloride (CAS 2888-06-4) is a high-purity organosulfur compound with the molecular formula C₆H₄Cl₂O₂S, widely utilized in synthetic organic chemistry and pharmaceutical research. This reactive sulfonyl chloride derivative features a chlorinated aromatic ring, making it an essential intermediate for nucleophilic substitution reactions, particularly in the synthesis of sulfonamides, sulfonate esters, and other functionalized benzenesulfonyl compounds. Its crystalline solid form and stability under controlled conditions ensure consistent performance in multi-step synthetic protocols. Ideal for researchers requiring precise electrophilic reagents, this compound is rigorously tested for purity (typically ≥95-98% by GC or HPLC) and packaged under inert conditions to maintain integrity. Compatible with Schlenk techniques and anhydrous reaction setups.

Properties

• CAS Number: 2888-06-4
• Complexity: 219
• IUPAC Name: 3-chlorobenzenesulfonyl chloride
• InChI: InChI=1S/C6H4Cl2O2S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H
• InChI Key: OINWZUJVEXUHCC-UHFFFAOYSA-N
• Exact Mass: 209.9309059
• Molecular Formula: C6H4Cl2O2S
• Molecular Weight: 211.06
• SMILES: C1=CC(=CC(=C1)Cl)S(=O)(=O)Cl
• Topological: 42.5
• Monoisotopic Mass: 209.9309059
• Synonyms: 3-Chlorobenzenesulfonyl chloride, 2888-06-4, 3-Chlorobenzenesulphonyl chloride, DTXSID10183075, EINECS 220-753-0, M-CHLOROBENZENESULPHONYL CHLORIDE, DTXCID20105566, 220-753-0, Benzenesulfonyl chloride, 3-chloro-, 3-Chlorobenzene-1-Sulfonyl Chloride, 3-chlorobenzenesulfonylchloride, m-chlorobenzenesulfonyl chloride, 3-chloro-benzenesulfonyl chloride, MFCD00051697, 3-chlorophenylsulfonyl chloride, m-Chlorbenzolsulfochlorid, SCHEMBL16000, 3-chlorobenzenesulfonylchoride, chloro(3-chlorophenyl)sulfone, 3-chlorobenzenesulphonylchloride, 3-chloro-benzensulfonyl chloride, 3-chlorobenzen sulfonyl chloride, 3-chlorobenzene sulfonyl chloride, 3-chlorobenzene-sulfonyl chloride, 3-chloro phenyl sulfonyl chloride, m-chlorobenzene sulphonyl chloride, 3-chlorobenzene sulphonyl chloride, 3-Chloro-benzenesulphonyl chloride, 3-chlorobenzene-1-sulfonylchloride, ALBB-000998, BBL013790, SBB046736, STK500488, 3-chloro benzene-1-sulfonyl chloride, AKOS000200660, 3-Chlorobenzenesulfonyl chloride, 97%, CS-W015070, SB66913, DB-028454, NS00028569, EN300-17040, Z56862786, F2167-0083

Application

3-Chlorobenzenesulphonyl chloride serves as a key precursor in medicinal chemistry for the development of sulfonamide-based drugs, including antibiotics and enzyme inhibitors. It is employed in peptide modification strategies to introduce sulfonyl groups, enhancing molecular interactions. Industrial applications include its use as a crosslinking agent in polymer chemistry and as a corrosion inhibitor intermediate. Researchers also utilize it in the synthesis of dyes and agrochemicals due to its electrophilic reactivity.

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. 1C (100%)

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