Trifluoromethanesulfonic anhydride
ALDRICH/176176 - 99%
Synonym: Triflic anhydride
CAS Number: 358-23-6
Empirical Formula (Hill Notation): C2F6O5S2
Molecular Weight: 282.14
EC Number: 206-616-8
MDL Number: MFCD00000408
Linear Formula: (CF3SO2)2O
Product Type: Chemical
assay | 99% |
bp | 81-83 °C (lit.) |
density | 1.677 g/mL at 25 °C (lit.) |
form | liquid |
InChI | 1S/C2F6O5S2/c3-1(4,5)14(9 |
InChI key | WJKHJLXJJJATHN-UHFFFAOYSA |
Quality Level | 200 |
refractive index | n |
SMILES string | FC(F)(F)S(=O)(=O)OS(=O)(= |
vapor density | 5.2 (vs air) |
vapor pressure | 8 mmHg ( 20 °C) |
Application: | Catalyst for glycosylation for synthesis of polysaccharides Reagent for stereoselective synthesis of mannosazide methyl uronate donors Activator for direct glycosylation with anomeric hydroxy sugars |
Application: | Trifluoromethanesulfonic anhydride can be used as : • A Reactant in the synthesis of Dipentaerythritol hexatriflate via triflatation method and Azido-diphenyl-acetic acid. • Catalyst for glycosylation for synthesis of polysaccharides. • Reagent for stereoselective synthesis of mannosazide methyl uronate donors. • Activator for direct glycosylation with anomeric hydroxy sugars • A methylation reagent to synthesize trifluoromethylated compounds by direct introduction of CF3 group to (hetero)arenes. • A reagent to prepare substituted tetrazoles from secondary amides using sodium azide. • A reagent in Bischler−Napieraiski cyclization reaction along with 4-(N,N-dimethylamnino)pyridine. |
General description: | Trifluoromethanesulfonic anhydride, also known as triflic anhydride, is an electrophilic reagent that is an efficient source of trifluoromethyl. It is commonly used in organic chemistry to convert oxygen-containing compounds to triflates and for the electrophilic activation and subsequent conversion of amides, sulfoxides, and phosphorus oxides. |
Packaging: | 1, 4 kg in glass bottle |
Packaging: | 5, 10 g in ampule |
Packaging: | 50, 250, 500 g in glass bottle |
Symbol | GHS03,GHS05,GHS07 |
Signal word | Danger |
Hazard statements | H272 - H302 - H314 - H335 |
Precautionary statements | P210 - P220 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338 |
Hazard Codes | C |
Risk Statements | 14-22-35 |
Safety Statements | 26-36/37/39-43-45 |
RIDADR | UN 3265 8 / PGII |
WGK Germany | WGK 3 |
Supplemental Hazard Statements | EUH014 |
Purity | 99% |
bp | 81-83 °C (lit.) |
Density | 1.677 g/mL at 25 °C (lit.) |
Refractive Index | n |
UNSPSC | 12352101 |