226149

tert-Butyldimethylsilyl trifluoromethanesulfonate

reagent grade, 98%

• Synonym(s): TBDMS triflate, Trifluoromethanesulfonic acid tert-butyldimethylsilylester
• Linear Formula: CF₃SO₃Si(CH₃)₂C(CH₃)₃
• CAS Number: 69739-34-0
• Molecular Weight: 264.34
• Beilstein/REAXYS Number: 2370068
• EC Number: 274-102-0
• MDL number: MFCD00000405
• UNSPSC Code: 12352103
• PubChem Substance ID: 24853546
• NACRES: NA.22

Properties

• grade: reagent grade
• Quality Level: 200
• assay: 98%
• refractive index: n20/D 1.385 (lit.)
• bp: 65-67 °C/12 mmHg (lit.)
• density: 1.151 g/mL at 25 °C (lit.)
• functional group: fluoro; triflate
• storage temp.: 2-8°C
• SMILES string: CC(C)(C)[Si](C)(C)OS(=O)(=O)C(F)(F)F
• InChI: 1S/C7H15F3O3SSi/c1-6(2,3)15(4,5)13-14(11,12)7(8,9)10/h1-5H3
• InChI key: WLLIXJBWWFGEHT-UHFFFAOYSA-N

Description

Application

This reagent was used to introduce a bulky tert-butyl dimethylsilyl group onto a cis-bis(alkenyl)oxirane facilitating a room temperature Cope rearrangement to a 2-CF₃-4,5-dihydrooxepin.

Together with a thiolane promotes a rapid and efficient chalcogenide-Morita-Baylis-Hillman reaction.

Safety Information

• pictograms: GHS02,GHS05,GHS07
• signalword: Danger
• hcodes: H226,H314,H335
• pcodes: P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 98.6 °F - closed cup
• flash_point_c: 37 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter