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tert-Butyldimethylsilyl trifluoromethanesulfonate, 98%

Product Code. 11454813
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Product Code. 11454813 Supplier Thermo Scientific Alfa Aesar Supplier No. A12174.14
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CAS: 69739-34-0 | C7H15F3O3SSi | 264.33 g/mol

tert-Butyldimethylsilyl trifluoromethanesulfonate is involved in the introduction of a bulky tert-butyl dimethylsilyl group onto a cis-bis(alkenyl)oxirane used in Cope rearrangement. It is associated with a thiolane and promotes the chalcogenide-Morita-Baylis-Hillman reaction. Further, it is used as a highly reactive silylating agent. In addition to this, it is used to prepare enol silyl ethers by reacting with ketones and lactones.

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
tert-Butyldimethylsilyl trifluoromethanesulfonate is involved in the introduction of a bulky tert-butyl dimethylsilyl group onto a cis-bis(alkenyl)oxirane used in Cope rearrangement. It is associated with a thiolane and promotes the chalcogenide-Morita-Baylis-Hillman reaction. Further, it is used as a highly reactive silylating agent. In addition to this, it is used to prepare enol silyl ethers by reacting with ketones and lactones.

Solubility
Slightly miscible with chloroform.

Notes
Moisture sensitive. Store in a cool place. Incompatible with strong acids.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 69739-34-0
Molecular Formula C7H15F3O3SSi
Molecular Weight (g/mol) 264.33
MDL Number MFCD00000405
InChI Key WLLIXJBWWFGEHT-UHFFFAOYSA-N
Synonym tert-butyldimethylsilyl trifluoromethanesulfonate, trifluoromethanesulfonic acid tert-butyldimethylsilyl ester, tbdms triflate, t-butyldimethylsilyl triflate, tert-butyldimethylsilyl trifluoromethanesulphonate, tbdms-otf, tert-butyldimethylsilyl triflate, silane tbm2 triflate, t-butyldimethylsilyltrifluoromethanesulfonate, t-butylmethylsilyl triflate
PubChem CID 123564
IUPAC Name [tert-butyl(dimethyl)silyl] trifluoromethanesulfonate
SMILES CC(C)(C)[Si](C)(C)OS(=O)(=O)C(F)(F)F

Specifications

Density 1.151
Boiling Point 65°C to 67°C (12 mmHg)
Flash Point 36°C (96°F)
Refractive Index 1.386
Quantity 25 g
UN Number UN2920
Beilstein 2370068
Sensitivity Moisture sensitive
Solubility Information Slightly miscible with chloroform.
Formula Weight 264.34
Percent Purity 98%
Chemical Name or Material tert-Butyldimethylsilyl trifluoromethanesulfonate
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