Description

2,3,4-Trifluorobenzenesulfonyl chloride (CAS No. 175278-08-7) is a highly specialized fluorinated aromatic sulfonyl chloride with the molecular formula C₆H₂ClF₃O₂S. This compound is a valuable building block in organic synthesis, particularly in the preparation of sulfonamides, sulfonate esters, and other derivatives through nucleophilic substitution reactions. Its unique trifluorinated structure enhances reactivity and offers distinct electronic properties, making it ideal for pharmaceutical, agrochemical, and materials science research. The product is supplied as a high-purity reagent, ensuring consistent performance in demanding synthetic applications. Proper handling under inert conditions is recommended due to its moisture-sensitive nature.

Properties

• CAS Number: 175278-08-7
• Complexity: 276
• IUPAC Name: 2,3,4-trifluorobenzenesulfonyl chloride
• InChI: InChI=1S/C6H2ClF3O2S/c7-13(11,12)4-2-1-3(8)5(9)6(4)10/h1-2H
• InChI Key: XFTDZYFHXRZLEF-UHFFFAOYSA-N
• Exact Mass: 229.9416127
• Molecular Formula: C6H2ClF3O2S
• Molecular Weight: 230.59
• SMILES: C1=CC(=C(C(=C1F)F)F)S(=O)(=O)Cl
• Topological: 42.5
• Monoisotopic Mass: 229.9416127
• Synonyms: 175278-08-7, 2,3,4-Trifluorobenzenesulfonyl chloride, DTXSID20380316, DTXCID60331342, 624-262-6, 2,3,4-Trifluorobenzene-1-Sulfonyl Chloride, 2,3,4-Trifluorobenzenesulphonyl chloride, Benzenesulfonyl chloride, 2,3,4-trifluoro-, MFCD00102573, 2,3,4-trifluorophenylsulfonyl chloride, 2,3,4-trifluoro-benzenesulfonyl chloride, SCHEMBL533092, XFTDZYFHXRZLEF-UHFFFAOYSA-N, BBL103951, SBB066471, STL557761, chloro(2,3,4-trifluorophenyl)sulfone, AKOS000200708, PB41262, AS-47762, BP-11103, SY032573, 2,3,4-Trifluorobenzene-1-SulfonylChloride, CS-0132312, EN300-06737, 2,3,4-Trifluorobenzenesulfonyl chloride, 97%, F16061, Z56931878, 2,3,4-Trifluorobenzene-1-sulfonyl chloride2,3,4-Trifluorobenzenesulphonylchloride

Application

2,3,4-Trifluorobenzenesulfonyl chloride is widely used as a key intermediate in the synthesis of biologically active molecules, including protease inhibitors and antimicrobial agents. Its trifluorinated aromatic core contributes to enhanced metabolic stability in drug candidates. Researchers also employ it in the development of advanced materials, such as liquid crystals and polymers, where fluorine substitution tailors electronic and thermal properties. Additionally, it serves as a precursor for sulfonated dyes and catalysts in specialty chemical applications.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (84.8%): 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 (84.8%)

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