Scandium(III) trifluoromethanesulfonate
Chemical compound
From Wikipedia, the free encyclopedia
Scandium trifluoromethanesulfonate, commonly called scandium triflate, is the inorganic compound with formula Sc(H2O)8(OTf)3 where OTf is the anion CF3SO3-. It is a salt consisting of scandium aquo complex. The structure of the anhydrous derivative is less certain. Like almost all scandium compounds, this salt is colorless.[1]
| |
| Names | |
|---|---|
| IUPAC name
Scandium trifluoromethanesulfonate | |
| Identifiers | |
3D model (JSmol) |
|
| ChemSpider | |
| ECHA InfoCard | 100.157.499 |
PubChem CID |
|
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| C3F9O9S3Sc | |
| Molar mass | 492.16 g/mol |
| Hazards | |
| Safety data sheet (SDS) | Oxford MSDS |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Syntheses and structure
The compound is prepared by reaction of scandium oxide with trifluoromethanesulfonic acid. Concentration of these solution gives crystals of the octahydrate salt. According to X-ray crystallography, the octahydrate features a square antiprismatic cation.[2] The hydrated salt can be dehydrated to give anhydrous derivative.[1]
Use in organic synthesis
Scandium triflate is used as a reagent in organic chemistry as a Lewis acid.[1][3][4] Compared to other Lewis acids, this reagent is stable towards water and has been used to catalyze organic reactions.[5]
An example of the scientific use of scandium triflate is the Mukaiyama aldol addition reaction between benzaldehyde and the silyl enol ether of cyclohexanone with an 81% yield.[6]
Sc(OTf)3-mediated aldol condensation
