tert-Butyldimethylsilyl trifluoromethanesulfonate

Catalog Number	ACM69739340-1
CAS Number	69739-34-0
Structure
Synonyms	TBDMS triflate, Trifluoromethanesulfonic acid tert-butyldimethylsilylester
Molecular Weight	264.34
Molecular Formula	C7H15F3O3SSi
Boiling Point	65-67 °C/12 mmHg (lit.)
Flash Point	37 °C
Purity	98%
Density	1.151 g/mL at 25 °C (lit.)
Appearance	Colorless to yellow liquid
Application	Tert-Butyldimethylsilyl trifluoromethanesulfonate serves as a versatile and highly reactive silylating agent and Lewis acid It efficiently converts primary secondary and tertiary alcohols into their corresponding TBDMS ethers and also transforms ketones and lactones into enol silyl ethers Moreover it facilitates various chemical reactions such as promoting the conjugate addition of alkynylzinc compounds along with triphenylphosphine to αβ-enones activating chromones in [4 + 2] cycloaddition reactions and rearranging allylic tributylstannyl silyl ethers It also plays a role in activating pyridine rings in response to Grignard reagents aiding in the transalkylation of tertiary amine N-oxides and converting N-tert-butoxycarbonyl groups to N-alkoxycarbonyl groups Furthermore this reagent is utilized in the introduction of a bulky tert-butyl dimethylsilyl group onto cis-bis(alkenyl)oxirane for Cope rearrangement associates with thiolane to promote the chalcogenide-Morita-Baylis-Hillman reaction and prepares enol silyl ethers from ketones and lactones
Storage	Store at -20 °C. Moisture Sensitive. Store under Nitrogen.
Hazardous Materials Information	UN #:UN2924
Physical State	Liquid