| Trifluoromethanesulfonic anhydride | |
|---|---|
| Identifiers | |
| CAS number | 358-23-6 |
| Properties | |
| Molecular formula | C2F6O5S2 |
| Molar mass | 282.14 g mol−1 |
| Density | 1.6770 g/mL |
| Boiling point |
82 °C, 355 K, 180 °F |
| Hazards | |
| MSDS | Fisher MSDS |
| R-phrases | R14 R34 |
| S-phrases | S25 S26 S36/37/39 S45 |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
| Infobox references | |
Triflic anhydride is the chemical compound with the formula (CF3SO2)2O. This compound is a particularly strong electrophile, useful for introducing the triflyl group, CF3SO2. Triflic anhydride is the acid anhydride of the strong acid triflic acid, CF3SO2OH.[1]
It can be assayed by 19F NMR spectroscopy: −72.6 ppm vs. -77.3 for TfOH (std CFCl3).
The compound is prepared by dehydration of triflic acid using phosphorus pentoxide:[2]
In a representative application, is used to convert an imine into a NTf group.[3]
It will convert phenols into a triflic ester, which enables cleavage of the C-O bond.[4][5]