tert-Butyldimethylsilyl trifluoromethanesulfonate, 98%

Description

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.

Specifications

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

• Density: 1.151
• Boiling Point: 65°C to 67°C (12 mmHg)
• Flash Point: 36°C (96°F)
• Refractive Index: 1.386
• Quantity: 5 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

Safety and Handling

Hazard Category	H226-H302-H314
Hazard Statement	GHS H Statement H314-H318-H226 Causes severe skin burns and eye damage. Causes serious eye damage. Flammable liquid and vapor.
Precautionary Statement	P210-P233-P240-P241-P242-P243-P260-P264b-P270-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P501c
DOTInformation	Transport Hazard Class: 8; Packing Group: II; Proper Shipping Name: CORROSIVE LIQUIDS, FLAMMABLE, N.O.S.
EINECSNumber	274-102-0
TSCA	No
Recommended Storage	Store at -20°C; Store under Nitrogen

SDS

RUO – Research Use Only