Trimethylsilyl trifluoromethanesulfonate, 99%, Thermo Scientific Chemicals

Description

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Miscible with aliphatic, aromatic hydrocarbons, haloalkanes and ethers. Immiscible with water.

Notes
Moisture and air sensitive. Store in a cool place. Incompatible with strong oxidizing agents and strong bases.

Specifications

Chemical Identifiers

• CAS: 27607-77-8
• Molecular Formula: C4H9F3O3SSi
• Molecular Weight (g/mol): 222.253
• MDL Number: MFCD00000406
• InChI Key: FTVLMFQEYACZNP-UHFFFAOYSA-N
• Synonym: trimethylsilyl triflate, tmsotf, trifluoromethanesulfonic acid trimethylsilyl ester, trimethylsilyl trifluoromethylsulphonate, unii-z84v0cbh9j, methanesulfonic acid, trifluoro-, trimethylsilyl ester, trimethylsilyl trifluoromethylsulfonate, trimethylsllytrifluoromethanesulphonate, trimethylsilyl trifluoromethanesulphonate, trimethylsilyltrifluoromethanesulphonate
• PubChem CID: 65367
• IUPAC Name: trimethylsilyl trifluoromethanesulfonate
• SMILES: C[Si](C)(C)OS(=O)(=O)C(F)(F)F

• Density: 1.225
• Boiling Point: 39°C to 40°C (12 mmHg)
• Flash Point: 25°C (77°F)
• Linear Formula: (CH₃)₃SiSO₃CF₃
• Refractive Index: 1.36
• Quantity: 50 g
• UN Number: UN2924
• Beilstein: 1868911
• Sensitivity: Moisture sensitive
• Merck Index: 14,9719
• Solubility Information: Miscible with aliphatic,aromatic hydrocarbons,haloalkanes and ethers. Immiscible with water.
• Formula Weight: 222.26
• Percent Purity: 99%
• Chemical Name or Material: Trimethylsilyl trifluoromethanesulfonate

RUO – Research Use Only