Trimethylsilyl trifluoromethanesulfonate,C4H9F3O3SSi,CAS 27607-77-8
Synonym: TMS-OTf, Trifluoromethanesulfonic acid trimethylsilyl ester
Formula Weight: 222.26
Boiling Point: 39-40°/12mm
Flash Point: 25°(77°F)
Refractive Index: 1.3600
Sensitivity: Moisture Sensitive
Solubility: Miscible with aliphatic, aromatic hydrocarbons, haloalkanes and ethers. Immiscible with water.
Trimethylsilyl trifluoromethanesulfonate is used to prepare powerful Lewis acid, difluoroboron triflate etherate in acetonitrile solvent. It is also used as a reagent in a Dieckmann-like cyclization of ester-imides and diesters. Further, it is used in the conversion of carbonyl compounds to their enol ethers. It is also employed for chemical glycosylation reactions. Its reactivity is similar to trimethylsilyl chloride and is also involved in organic synthesis.
Moisture and air sensitive. Store in a cool place. Incompatible with strong oxidizing agents and strong bases.
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