Description

2-(Trifluoromethyl)benzenesulfonamide (CAS 1869-24-5) is a high-purity sulfonamide derivative featuring a trifluoromethyl group at the ortho position of the benzene ring. With the molecular formula C₇H₆F₃NO₂S and a molecular weight of 225.19 g/mol, this compound is widely utilized in pharmaceutical and agrochemical research due to its unique electronic and steric properties. The presence of the electron-withdrawing trifluoromethyl group enhances its reactivity, making it a valuable intermediate in the synthesis of bioactive molecules. This product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring optimal performance in synthetic applications. Suitable for use in medicinal chemistry, material science, and as a building block for sulfonamide-based inhibitors.

Properties

• CAS Number: 1869-24-5
• Complexity: 293
• IUPAC Name: 2-(trifluoromethyl)benzenesulfonamide
• InChI: InChI=1S/C7H6F3NO2S/c8-7(9,10)5-3-1-2-4-6(5)14(11,12)13/h1-4H,(H2,11,12,13)
• InChI Key: AFFPZJFLSDVZBV-UHFFFAOYSA-N
• Exact Mass: 225.00713409
• Molecular Formula: C7H6F3NO2S
• Molecular Weight: 225.19
• SMILES: C1=CC=C(C(=C1)C(F)(F)F)S(=O)(=O)N
• Topological: 68.5
• Monoisotopic Mass: 225.00713409
• Synonyms: 2-(Trifluoromethyl)benzenesulfonamide, 1869-24-5, 2-trifluoromethyl-benzenesulfonamide, DTXSID80380751, EC 700-280-0, DTXCID10331776, 700-280-0, 2-(trifluoromethyl)benzene-1-sulfonamide, o-trifluoromethylbenzenesulfonamide, MFCD00042420, 2-(trifluoromethyl)benzenesulphonamide, 2-trifluoromethylbenzenesulfonamide, Benzenesulfonamide, 2-(trifluoromethyl)-, 2-(trifluoromethyl) benzenesulfonamide, SCHEMBL302570, SCHEMBL6038915, SBB096801, 2-(trifluoromethyl)-benzenesulfonamide, AKOS000147783, DS-2462, PS-7779, SB79900, SY016868, 2-(Trifluoromethyl)benzenesulfonamide, 97%, DB-027495, A4134, NS00009074, ST50408488, T3368, EN300-26992, O10544, Q63391601, Z45415580

Application

2-(Trifluoromethyl)benzenesulfonamide serves as a key intermediate in the development of sulfonamide-based pharmaceuticals, particularly for antimicrobial and enzyme inhibition applications. Its electron-deficient aromatic ring makes it a valuable scaffold in designing protease inhibitors and receptor antagonists. Researchers also employ this compound in agrochemical synthesis for crop protection agents. Additionally, it is used in material science to modify polymer properties due to its sulfonamide functionality.

Safety and Hazards

GHS Hazard Statements

• Not Classified
• Reported as not meeting GHS hazard criteria by 142 of 144 companies (only 1.4% companies provided GHS information). For more detailed information, please visit ECHA C&L website.

Hazard Classes and Categories

• Not Classified

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