Description

4-Bromo-2-(Trifluoromethoxy)Benzene-1-Sulfonyl Chloride (CAS: 175278-14-5) is a high-purity sulfonyl chloride derivative designed for advanced organic synthesis and pharmaceutical research. This compound, with the molecular formula C₇H₃BrClF₃O₃S, features a reactive sulfonyl chloride group (–SO₂Cl) and a bromo-trifluoromethoxy-substituted benzene ring, making it an essential intermediate for nucleophilic substitution, cross-coupling reactions, and sulfonamide formation. Its trifluoromethoxy group enhances lipophilicity and metabolic stability, while the bromo substituent provides a versatile handle for further functionalization via palladium-catalyzed reactions (e.g., Suzuki-Miyaura coupling). Ideal for medicinal chemistry, agrochemical development, and material science applications, this reagent is rigorously tested for consistency (≥95% purity by HPLC) and supplied in moisture-resistant packaging to ensure stability. Store under inert conditions (2–8°C) to prevent hydrolysis.

Properties

• CAS Number: 175278-14-5
• Complexity: 340
• IUPAC Name: 4-bromo-2-(trifluoromethoxy)benzenesulfonyl chloride
• InChI: InChI=1S/C7H3BrClF3O3S/c8-4-1-2-6(16(9,13)14)5(3-4)15-7(10,11)12/h1-3H
• InChI Key: ZZCIRIWJHAZTIW-UHFFFAOYSA-N
• Exact Mass: 337.86269
• Molecular Formula: C7H3BrClF3O3S
• Molecular Weight: 339.51
• SMILES: C1=CC(=C(C=C1Br)OC(F)(F)F)S(=O)(=O)Cl
• Topological: 51.8
• Monoisotopic Mass: 337.86269
• Synonyms: 175278-14-5, 4-Bromo-2-(Trifluoromethoxy)Benzene-1-Sulfonyl Chloride, DTXSID70371350, DTXCID90322384, 624-258-4, 4-Bromo-2-(trifluoromethoxy)benzenesulfonyl chloride, Benzenesulfonyl chloride, 4-bromo-2-(trifluoromethoxy)-, 4-bromo-2-trifluoromethoxybenzenesulfonyl chloride, 4-bromo-2-(trifluoromethoxy)benzenesulfonylchloride, 4-bromo-2-(trifluoromethoxy)benzenesulphonyl chloride, 4-BROMO-2-(TRIFLUOROMETHOXY)BENZENE-1-SULFONYLCHLORIDE, 4-bromo-2-(trifluoromethoxy)benzene sulphonyl chloride, C7H3BrClF3O3S, MFCD00179336, [4-bromo-2-(trifluoromethoxy)phenyl]chlorosulfone, SCHEMBL1023819, SBB066472, AKOS015835504, CS-W016752, PS-10841, DB-004362, EN300-177678, 4-bromo-2-trifluoromethoxy benzenesulfonyl chloride, 4-bromo-2-trifluoromethoxy-benzenesulfonyl chloride, 4-bromo-2-trifluoromethoxybenzene sulfonyl chloride, 4-bromo-2-trifluoromethoxyphenyl sulphonyl chloride, 4-bromo-2-[(trifluoromethyl)oxy]benzenesulfonyl chloride

This compound is widely used as a key intermediate in the synthesis of sulfonamide-based pharmaceuticals, agrochemicals, and specialty chemicals. Its reactive sulfonyl chloride group enables efficient conjugation with amines to form sulfonamides, a common pharmacophore in drug discovery. The bromo substituent facilitates cross-coupling reactions to introduce complex aryl/heteroaryl groups. Researchers also leverage its trifluoromethoxy moiety to modulate bioactivity and physicochemical properties in lead optimization.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (95.1%): 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 (95.1%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.