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Phenyl trifluoromethanesulfonate

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Phenyl trifluoromethanesulfonate Basic information

Product Name:
Phenyl trifluoromethanesulfonate
Synonyms:
  • PHENYL TRIFLUOROMETHANESULFONATE
  • PHENYL TRIFLATE
  • Phenol triflate
  • Phenol trifluoromethanesulfonate
  • Trifluoromethanesulfonic acid phenyl ester
  • Trifluoromethylsulfonyloxybenzene
  • Trifluoromethanesulfonic Acid Phenyl Ester Phenyl Triflate
  • Phenyl trifluoromethanesulfonate 98%
CAS:
17763-67-6
MF:
C7H5F3O3S
MW:
226.17
Mol File:
17763-67-6.mol
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Phenyl trifluoromethanesulfonate Chemical Properties

Boiling point:
99-100 °C/60 mmHg (lit.)
Density 
1.396 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.435(lit.)
Flash point:
160 °F
storage temp. 
Inert atmosphere,Room Temperature
form 
clear liquid
color 
Colorless to Almost colorless
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Safety Information

Hazard Codes 
T
Risk Statements 
36/37/38-34-24/25
Safety Statements 
26-36-45-36/37/39
RIDADR 
UN 2927 6.1/PG 2
WGK Germany 
3
HS Code 
29049090

MSDS

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Phenyl trifluoromethanesulfonate Usage And Synthesis

Chemical Properties

Colorless Liquid.

Uses

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.

Preparation

Synthesis of Phenyl trifluoromethanesulfonate: The reaction of phenol (1.00 g, 10.6 mmol) with triflic anhydride as outlined in the general procedure provided phenyl trifluoromethanesulfonate as colorless oil (0.73 g, 30%).
1H NMR (400 MHz, CDCl3) δ 7.50 – 7.42 (m, 2H), 7.41 – 7.36 (m, 1H), 7.32 – 7.24 (m, 2H).

General Description

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

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