Description

2,4-Dichlorobenzenesulfonyl chloride (CAS No. 16271-33-3) is a highly reactive organosulfur compound with the molecular formula C₆H₃Cl₃O₂S. This crystalline solid is widely used as a key intermediate in organic synthesis, particularly in the preparation of sulfonamides, sulfonate esters, and other sulfur-containing derivatives. Its dichlorinated aromatic ring enhances electrophilic reactivity, making it ideal for nucleophilic substitution reactions. The compound is moisture-sensitive and should be stored under inert conditions. Suitable for researchers in pharmaceuticals, agrochemicals, and material science, this high-purity reagent is rigorously tested for consistency and performance.

Properties

• CAS Number: 16271-33-3
• Complexity: 246
• IUPAC Name: 2,4-dichlorobenzenesulfonyl chloride
• InChI: InChI=1S/C6H3Cl3O2S/c7-4-1-2-6(5(8)3-4)12(9,10)11/h1-3H
• InChI Key: FDTPBIKNYWQLAE-UHFFFAOYSA-N
• Exact Mass: 243.891934
• Molecular Formula: C6H3Cl3O2S
• Molecular Weight: 245.5
• SMILES: C1=CC(=C(C=C1Cl)Cl)S(=O)(=O)Cl
• Topological: 42.5
• Monoisotopic Mass: 243.891934
• Synonyms: 2,4-Dichlorobenzenesulfonyl chloride, 16271-33-3, Benzenesulfonyl chloride, 2,4-dichloro-, BRN 2806192, DTXSID40167444, 4-11-00-00132 (Beilstein Handbook Reference), DTXCID0089935, fdtpbiknywqlae-uhfffaoysa-n, 2,4-Dichlorobenzene-1-Sulfonyl Chloride, 2,4-dichloro-benzenesulfonyl chloride, 2,4-dichlorobenzenesulphonyl chloride, 2,4-Dichlorobenzenesulfonylchloride, (2,4-dichlorophenyl)chlorosulfone, 2,4-dichlorophenylsulfonyl chloride, 2,4-Dichlorobenzenesulphonylchloride, MFCD00052712, SCHEMBL444929, 2,4dichlorobenzenesulfonyl chloride, 2,4-dichlorobenzenesufonyl chloride, 2,4-dicloro benzenesulfonylchloride, ALBB-013527, 2,4 dichlorobenzenesulfonyl chloride, 2,4-dichloro benzenesulfonylchloride, 2,4-dichlorophenylsulphonyl chloride, BBL018085, SBB061884, STK897843, 2,4 dichloro benzenesulfonyl chloride, 2,4 Dichloro-benzenesulfonyl chloride, 2,4-dichlorobenzene sulfonyl chloride, AKOS002678447, 2,4-dichloro benzene sulfonyl chloride, CS-W014125, PD130820, 2,4-Dichlorobenzenesulfonyl chloride, 97%, DB-019907, D4037, ST50953408, EN300-182514, Z401601344

Application

2,4-Dichlorobenzenesulfonyl chloride is primarily employed as a sulfonylation agent in the synthesis of sulfonamide drugs, herbicides, and polymer modifiers. It serves as a versatile building block for introducing the 2,4-dichlorophenylsulfonyl moiety into target molecules. Researchers also utilize it in cross-coupling reactions and as a precursor for functionalized materials. Its reactivity with amines and alcohols makes it valuable for creating bioactive compounds.

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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