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Benzoic acid (trifluoromethanesulfonic acid)anhydride

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Benzoic acid (trifluoromethanesulfonic acid)anhydride Basic information

Product Name:
Benzoic acid (trifluoromethanesulfonic acid)anhydride
Synonyms:
  • Benzoic acid (trifluoromethanesulfonic acid)anhydride
  • Benzoyl=trifluoromethanesulfonate
  • Trifluoromethanesulfonic Acid Benzoyl Ester Benzoyl Triflate
  • Benzoyl Triflate
  • Benzoyl Trifluoromethanesulfonate >
  • Benzoic acid, anhydride with 1,1,1-trifluoromethanesulfonic acid
  • Trifluoromethanesulfonic Acid Benzoyl Ester
  • Benzoic trifluoromethanesulfonic anhydride
CAS:
36967-85-8
MF:
C8H5F3O4S
MW:
254.18
Mol File:
36967-85-8.mol
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Benzoic acid (trifluoromethanesulfonic acid)anhydride Chemical Properties

Boiling point:
94°C/2.2mmHg(lit.)
Density 
1.542±0.06 g/cm3(Predicted)
Flash point:
114°C
storage temp. 
<0°C
form 
clear liquid
color 
Colorless to Light orange to Yellow
CAS DataBase Reference
36967-85-8
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Safety Information

HS Code 
2933998090
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Benzoic acid (trifluoromethanesulfonic acid)anhydride Usage And Synthesis

Uses

Benzoic acid (trifluoromethanesulfonic acid)anhydride is useful as a reagent for protecting hindered hydroxyl groups as their benzoyl esters; a reagent for effecting bridgehead carboxaldehyde ring expansion; a highly reactive benzoylating reagent for Friedel-Crafts acylation.

Preparation

Benzoic acid (trifluoromethanesulfonic acid)anhydride is synthesized from Benzoyl Chloride and Trifluoromethanesulfonic Acid. Generation in situ has been achieved with benzoyl chloride and silver triflate, benzoic anyhdride and  triflic acid, and reaction of S-methyl thiobenzoate with methyl triflate.

storage

Very moisture sensitive and corrosive. Darkens on exposure to air, but can be stored at rt under dry nitrogen for several months without appreciable decomposition.

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