Synonyms: Tf2O; Triflic anhydride
CAS Number: 358-23-6
Formula: C2F6O5S2
Formula Weight: 282.14
Linear Formula: (CF3SO2)2O
MDL No.: MFCD00000408
Purity: >=98.0% (T)
Boiling Point: 81-83 C(lit.)
Density: 1.677 g/mL at 25 C(lit.)
Refractive Index: n20/D 1.321(lit.)
Beilstein Registry Number: 1813600
EC Number: 206-616-8
UNSPSC Code: 12352101
Application: Trifluoromethanesulfonic anhydride can be used in the preparation of azido sugars such as 6-azido fucose. It can also be used as a promoter for the Friedel-Crafts acylation of aromatic compounds with carboxylic acids in the absence of catalyst.Tf2O in combination with:. Diphenyl sulfoxide, forms an efficient promoter system for the activation of thioglycosides for glycosylation reactions.. 2-chloropyridine, can be used for secondary amide activation.. Potassium iodide, can effectively mediate the deoxygenation of sulfoxides to form sulfides.. Hydrogen peroxide, for the selective oxidation of sulfanes to sulfÂoxides in the presence of oxidatively sensitive functional groups.Tf2O can react with:. Ketones in the presence of a base to form vinyl triflates.. Magnesium alkoxides to form corresponding symmetrical or unsymmetrical ethers.. Sodium azide for the in situ preparation of triflyl azide.
Application: Catalyst for glycosylation for synthesis of polysaccharidesReagent for stereoselective synthesis of mannosazide methyl uronate donorsActivator for direct glycosylation with anomeric hydroxy sugars
Other Notes: Electrophilic trifyl source. Reviews
RIDADR: UN 3265 8 / PGII
WGK Germany: 3
R Codes: 14-22-35
S Codes: 26-36/37/39-43-45
IOD Codes: C
Symbol: GHS05, GHS07
Signal Word: Danger
Hazard Statements: H302-H314
Precautionary statements: P280-P305 + P351 + P338-P310