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Trimethylsilyl trifluoromethanesulfonate, 99%, Thermo Scientific Chemicals

Product Code. 11494204
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Quantity:
10 g
50 g
250 g

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.
TRUSTED_SUSTAINABILITY

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

Specifications

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 10 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
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Product Identifier
  • Trimethylsilyl trifluoromethanesulfonate
Signal Word
  • Danger
Hazard Category
  • Serious eye damage/eye irritation Category 1
  • Flammable liquid Category 3
  • Skin corrosion/irritation Category 1 B
Hazard Statement
  • H226-Flammable liquid and vapour.
  • H314-Causes severe skin burns and eye damage.
  • H318-Causes serious eye damage.
  • EUH014-Reacts violently with water.
Precautionary Statement
  • P210-Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
  • P280-Wear protective gloves/protective clothing/eye protection/face protection.
  • P301+P330+P331-IF SWALLOWED: rinse mouth. Do NOT induce vomiting.
  • P305+P351+P338-IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P310-Immediately call a POISON CENTER/doctor/.
  • P402+P404-Store in a dry place. Store in a closed container.
Supplemental information
  • MIXTURE LIST-Contains : Trimethylsilyl trifluoromethanesulfonate

RUO – Research Use Only

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