Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate Chemical Properties

Melting point:

84-85 °C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

Appearance

Light brown to brown Solid

InChI

InChI=1S/C13H10F3S.CHF3O3S/c14-13(15,16)17(11-7-3-1-4-8-11)12-9-5-2-6-10-12;2-1(3,4)8(5,6)7/h1-10H;(H,5,6,7)/q+1;/p-1

InChIKey

YHEBUXDOUNWVNZ-UHFFFAOYSA-M

SMILES

C(F)(F)(F)S(=O)(=O)[O-].C1=CC=CC([S+](C(F)(F)F)C2C=CC=CC=2)=C1

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36

HS Code 

29339900

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.

Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate(147531-11-1)Related Product Information

• 2-CYANOPROP-2-ENOIC ACID
• (4-bromophenyl)diphenylphosphine
• diphenyl(2,2,2-trifluoroethyl)sulfanium trifluoromethanesulfonate
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• Mesityl(2,2,2-trifluoroethyl)iodonium trifluoromethanesulfonate
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• (2,2-difluoroethyl)diphenylsulfonium trifluoromethanesulfonate
• 1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Tognis Reagent
• 2,2,2-trifluoroethyl(phenyl)iodonium trifluoromethanesulfonate
• (Difluoromethyl)bis(2,5-dimethylphenyl)sulfonium Tetrafluoroborate
• 1-TrifluoroMethyl-1,2-benziodoxol-3(1H)-one
• (PERFLUORO-N-HEXYL)PHENYLIODONIUM TRIFLUOROMETHANESULFONATE