TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE

CAS: 27607-77-8

Ref. 3H-SIT8620.0

Product Information

• Name: TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE
• Synonyms: TRIMETHYLSILYLTRIFLATE, Methanesulfonate, Trimethylsilyl Trifluoro-, Methanesulfonic acid, 1,1,1-trifluoro-, trimethylsilyl ester, Silanol, trimethyl-, trifluoromethanesulfonate, TMSOTf, Trifluorometanosulfonato De Trimetilsililo, Trifluoromethanesulfonate de trimethylsilyle, Trifluoromethanesulfonic acid trimethylsilyl ester, Trimethylsilanol trifluoromethanesulfonate, Trimethylsilyl Trifluoromethanesulphonate, Trimethylsilyl trfluoromethanesulfonate, Trimethylsilyl triflate, Trimethylsilyl trifluoromethanesulfonate, Trimethylsilyl trifluoromethylsulfonate, Trimethylsilyltrifluormethansulfonat

Description

Trimethylsilyl Blocking Agent
Used as a protecting group for reactive hydrogens in alcohols, amines, thiols, and carboxylic acids. Organosilanes are hydrogen-like, can be introduced in high yield, and can be removed under selective conditions. They are stable over a wide range of reaction conditions and can be removed in the presence of other functional groups, including other protecting groups. The tolerance of silylated alcohols to chemical transformations summary is presented in Table 1 of the Silicon-Based Blocking Agents brochure.
Trimethylsilyltrifluoromethanesulfonate; Trimethylsilyltriflate; TMSOTf
Strong silylating agent for C- or O-silylationsReacts with nitroalkanes to give N,N-bis(trimethylsiloxy)enaminesNafion SAC-13 has been shown to be a recyclable catalyst for the trimethylsilylation of primary, secondary, and tertiary alcohols in excellent yields and short reaction timesSummary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochure

• Brand: Gelest

Chemical properties

• Molecular weight: 222.25
• Formula: C₄H₉F₃O₃SSi
• Color/Form: Straw Liquid