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Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate

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Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate Basic information

Product Name:
Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate
Synonyms:
  • diphenyl-(trifluoromethyl)-sulfonium trifluoromethanesulfonate
  • diphenyl-(trifluoroMethyl)-sulfoniuM
  • Diphenyl-(trifluoroMethyle)-sulfoniuM trifluoroMethancesulfonate
  • (S)-(trifluoroMethyl)diphenylsulfoniuM triflate
  • diphenyl(trifluoromethyl)sulfanium trifluoromethanesulfonate
  • diphenyl(trifluoromethyl)sulfanium
  • Diphenyl(trifluoromethyl)
  • sulfonium trifluoromethanesulfonate
CAS:
147531-11-1
MF:
C13H10F3S.CF3O3S
MW:
404.35
Mol File:
147531-11-1.mol
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Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate Chemical Properties

Melting point:
84-85 °C
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-36
HS Code 
29339900
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Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate Usage And Synthesis

Uses

Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate can be used as a raw material for organic synthesis with styrene derivatives to synthesise 2-arylazo pyridine at low temperature[1].

Synthesis

Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate is synthesised using phenyl trifluoromethyl sulfoxide as a raw material by chemical reaction. The specific synthesis steps are as follows:
Trifluoromethyl sulfoxide (0.4 g, 2.1 mmol) and then benzene (4.9 g, 64 mmol) are introduced, under an inert atmosphere and at approximately 0° C. (lower limit below which benzene crystallizes), into a Schlenck tube purged beforehand with argon. Five equivalents of triflic anhydride (2.82 g, 10 mmol) are gradually added. The mixture is stirred for 1 h at 0° C. and then for 24 h at ambient temperature. The medium is evaporated and the residue is purified by chromatography with the CH3CN/CH2Cl2 (1/4) mixture as eluent. White crystals (Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate), having a melting point of 69-70° C., are obtained with a yield of 40%.

References

[1] J. MATSUO. A Convenient Method for the Synthesis of 2-Arylaziridines from Styrene Derivatives via 2-Arylethenyl(diphenyl)sulfonium Salts[J]. Chemistry Letters, 2003. DOI:10.1246/CL.2003.392.

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