Trimethylsilyl triflate
What is Trimethylsilyl triflate?
Trimethylsilyl triflate (CAS 27607-77-8), commonly abbreviated as TMSOTf, is a highly reactive silylating agent used in synthetic chemistry and specialty chemical manufacturing.
Where is Trimethylsilyl triflate used?
- Pharmaceutical and fine chemical synthesis: installs TMS-protecting groups on alcohols and amines
- API manufacturing: utilized for carbonyl compounds during multi-step processes
- Carbohydrate chemistry: activates glycosyl donors in oligosaccharide and glycoconjugate synthesis
- Polymer and materials chemistry: initiates cationic polymerization and surface silylation
- Personal care: synthesis of silicone-modified actives and surface-treated powders
- It transfers trimethylsilyl groups to nucleophilic substrates under mild conditions.
Good to know: Enables selective protection and activation steps that less reactive silylating agents cannot achieve efficiently; particularly useful where conventional silylation routes are too slow or lack the necessary selectivity.
Commercial specifications
- Purity of at least 98 percent for industrial use
- Neat standard commercial concentrations
- Anhydrous solvent solutions available
- Moisture-sealed packaging to preserve reactivity
Other Names (Synonyms)
trimethylsilyl trifluoromethanesulfonate|TMS triflate|Trimethylsilyl trifluoromethanesulphonate|Trimethylsilyl trifluoromethylsulfonate|Methanesulfonic acid, trifluoro-, trimethylsilyl ester|Z84V0CBH9J|trimethylsilanol trifluoromethanesulfonate|Methanesulfonic acid, 1,1,1-trifluoro-, trimethylsilyl ester|TMSOTf