565849

4-(Trifluoromethyl)benzenesulfonyl chloride

97%

• Synonym(s): α,α,α-Trifluoro-p-toluenesulfonyl chloride, 4-(Trifluoromethyl)benzene-1-sulfonyl chloride, [4-(Trifluoromethyl)phenyl]sulfonyl chloride, [p-(Trifluoromethyl)phenyl]sulfonyl chloride, p-Trifluoromethylbenzenesulfonyl chloride
• Linear Formula: CF₃C₆H₄SO₂Cl
• CAS Number: 2991-42-6
• Molecular Weight: 244.62
• Beilstein/REAXYS Number: 2113604
• MDL number: MFCD00042422
• UNSPSC Code: 12352100
• PubChem Substance ID: 24880261
• NACRES: NA.22

Properties

• assay: 97%
• mp: 30-34 °C (lit.)
• SMILES string: FC(F)(F)c1ccc(cc1)S(Cl)(=O)=O
• InChI: 1S/C7H4ClF3O2S/c8-14(12,13)6-3-1-5(2-4-6)7(9,10)11/h1-4H
• InChI key: OZDCZHDOIBUGAJ-UHFFFAOYSA-N

Description

Application

4-(Trifluoromethyl)benzenesulfonyl chloride may be used to synthesize β-arylated thiophenes and 2,5-diarylated pyrrolevia palladium catalyzed desulfitative arylation of thiophenes and pyrroles, respectively.
4-(Trifluoromethyl)benzenesulfonyl chloride and N-vinylpyrrolidinone in acetonitrile can undergo photo-irradiation with visible light in the presence of Ir(ppy)₂(dtbbpy)PF₆ ([4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis[2-(2-pyridinyl-N)phenyl-C]iridium(III)hexafluorophosphate) and disodium phosphate to give the corresponding E-vinyl sulfone.

Caution

Low Melting Solid

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Skin Corr. 1B
• supp_hazards: EUH014
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: >230.0 °F
• flash_point_c: > 110 °C
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter