Description

Triethylsilyl trifluoromethanesulfonate (CAS No. 79271-56-0) is a highly versatile and reactive organosilicon compound with the molecular formula C₇H₁₅F₃O₃SSi. This reagent is widely recognized for its strong silylating properties, making it an essential tool in organic synthesis, particularly in the protection of hydroxyl groups and the activation of carbonyl compounds. Its trifluoromethanesulfonate (triflate) group enhances its reactivity, enabling efficient transformations under mild conditions.

This product is supplied as a high-purity liquid, rigorously tested to meet the stringent requirements of research and industrial applications. It is stored under inert conditions to ensure stability and longevity. Ideal for use in pharmaceuticals, agrochemicals, and advanced material synthesis, Triethylsilyl trifluoromethanesulfonate is a must-have for chemists seeking reliable and high-performance silylation reagents.

Properties

• CAS Number: 79271-56-0
• Complexity: 281
• IUPAC Name: triethylsilyl trifluoromethanesulfonate
• InChI: InChI=1S/C7H15F3O3SSi/c1-4-15(5-2,6-3)13-14(11,12)7(8,9)10/h4-6H2,1-3H3
• InChI Key: STMPXDBGVJZCEX-UHFFFAOYSA-N
• Exact Mass: 264.04632653
• Molecular Formula: C7H15F3O3SSi
• Molecular Weight: 264.34
• SMILES: CC[Si](CC)(CC)OS(=O)(=O)C(F)(F)F
• Topological: 51.8
• Monoisotopic Mass: 264.04632653
• Synonyms: 79271-56-0, Triethylsilyl trifluoromethanesulphonate, EINECS 279-124-4, DTXSID00229597, DTXCID50152088, 279-124-4, Triethylsilyl trifluoromethanesulfonate, Triethylsilyl Triflate, triethylsilyltrifluoromethanesulfonate, MFCD00000407, Trifluoromethanesulfonic Acid Triethylsilyl Ester, Methanesulfonic acid, trifluoro-, triethylsilyl ester, TES triflate, C7H15F3O3SSi, Et3SiOTf, TESOTf, Triethylsilyltriflate, SCHEMBL36993, STMPXDBGVJZCEX-UHFFFAOYSA-, CS-B0887, Triethylsilyl trifluromethanesulfonate, AKOS015856666, triethylsilyl trifluoromethane-sulfonate, LS-13357, DB-009867, triethylsilyl tris(fluoranyl)methanesulfonate, NS00060547, T1689, Triethylsilyl Trifluoromethanesulfonate, 98%, Triethylsilyl trifluoromethanesulfonate, 99%, A11203, EN300-159832, S17625, Trifluoromethanesulfonic acid triethylsilylester, A839632, InChI=1/C7H15F3O3SSi/c1-4-15(5-2,6-3)13-14(11,12)7(8,9)10/h4-6H2,1-3H3

Application

Triethylsilyl trifluoromethanesulfonate is commonly employed as a powerful silylating agent in organic synthesis, particularly for the protection of alcohols and phenols. It is also used in the activation of carbonyl compounds for nucleophilic addition reactions. Its high reactivity makes it suitable for demanding transformations in pharmaceutical and materials science research. Additionally, it serves as a catalyst or promoter in various Lewis acid-mediated reactions.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

• P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1 (100%)

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