423939

Phenyl trifluoromethanesulfonate

98%

• Synonym(s): Phenyl triflate
• Linear Formula: C₆H₅SO₃CF₃
• CAS Number: 17763-67-6
• Molecular Weight: 226.17
• MDL number: MFCD00192399
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866540
• NACRES: NA.22

Properties

• Assay: 98%
• form: liquid
• refractive index: n20/D 1.435 (lit.)
• bp: 99-100 °C/60 mmHg (lit.)
• density: 1.396 g/mL at 25 °C (lit.)
• functional group: fluoro; triflate
• SMILES string: FC(F)(F)S(=O)(=O)Oc1ccccc1
• InChI: 1S/C7H5F3O3S/c8-7(9,10)14(11,12)13-6-4-2-1-3-5-6/h1-5H
• InChI key: GRJHONXDTNBDTC-UHFFFAOYSA-N

Description

General description

Phenyl trifluoromethanesulfonate (phenyl triflate) is an aryl fluorosulphonate. It has been synthesized by the reaction of phenol with fluorosulphonic anhydride.

Application

Phenyl trifluoromethanesulfonate (phenyl triflate) may be used in the following studies:

• As an arylating agent for the asymmetric α-arylation of ketones catalyzed by Pd(dba)₂ and difluorphos.
• As a reactant in the one pot synthesis of carbazoles by palladium-catalyzed N-arylation of anilines with phenyl triflate followed by oxidative coupling.
• Synthesis of N-(2,6-diarylbenzoyl)anilines by diarylation of benzanilides with phenyl triflate in the presence of palladium-based catalyst.
• As an arylating agent in the synthesis of (R)-2-phenyl-2,3-dihydrofuran by the arylation of 2,3-dihydrofuran.

Safety Information

• Pictograms: GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H301 + H311,H314
• Precautionary Statements: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P361 + P364 - P405
• Hazard Classifications: Acute Tox. 3 Oral - Skin Corr. 1B
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): 159.8 °F - closed cup
• Flash Point(C): 71 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves