tert-Butyldimethylsilyl trifluoromethanesulfonate

• CAS: 69739-34-0
• Catalog Number: ACM69739340-1
• Category: Silylation Reagents
• Molecular Weight: 264.34
• Molecular Formula: C7H15F3O3SSi
• Synonyms: TBDMS triflate, Trifluoromethanesulfonic acid tert-butyldimethylsilylester
• Boiling Point: 65-67 °C/12 mmHg (lit.)
• Flash Point: 37 °C
• 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.
• Hazard Statements: H226; H314
• Physical State: Liquid
• Precautionary Statements: P210; P233; P240; P241; P242; P243; P260; P264; P280; P330; P331; P310; P361; P353; P310; P363; P304+P340; P310; P351; P338; P331; P310; P403; P235; P405; P501
• Signal Word: Danger