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Scandium(III) trifluoromethanesulfonate

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Scandium(III) trifluoromethanesulfonate
Identifiers
ECHA InfoCard 100.157.499 Edit this at Wikidata
Properties
C3F9O9S3Sc
Molar mass 492.163239 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Scandium triflate or Sc(OTf)3 is a chemical compound composed of scandium with triflate counterions. Scandium triflate is used as a reagent in organic chemistry as a Lewis acid. Compared to other Lewis acids this reagent is stable towards water and can often be used in an organic reaction as a true catalyst rather than one used in stoichiometric amounts. The compound is prepared by reaction of scandium oxide with triflic acid.

An example of the use of scandium triflate is the Mukaiyama aldol addition reaction between benzaldehyde and the silyl enol ether of cyclohexanone with an 81% chemical yield.[1]

ScOTf3-mediated aldol condensation
ScOTf3-mediated aldol condensation
  • Deborah Longbottom (1999). "SYNLETT Spotlight 12: Scandium Triflate". Synlett (12): 2023. doi:10.1055/s-1999-5997.

References