Description

tert-Butyldimethylsilyl trifluoromethanesulphonate (CAS No. 69739-34-0) is a highly reactive silylating agent with the molecular formula C₇H₁₅F₃O₃SSi. This organosilicon compound is widely utilized in organic synthesis as a powerful protecting group reagent, particularly for alcohols and other hydroxyl-containing compounds. The presence of the trifluoromethanesulfonate (triflate) group enhances its reactivity, making it an excellent choice for demanding synthetic applications. With its IUPAC name [tert-butyl(dimethyl)silyl] trifluoromethanesulfonate, this chemical offers exceptional stability under various reaction conditions while maintaining high selectivity. Our product is rigorously tested for purity and consistency, ensuring optimal performance in your research applications. Available in various quantities to suit laboratory-scale and industrial needs.

Properties

• CAS Number: 69739-34-0
• Complexity: 321
• IUPAC Name: [tert-butyl(dimethyl)silyl] trifluoromethanesulfonate
• InChI: 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
• Exact Mass: 264.04632653
• Molecular Formula: C7H15F3O3SSi
• Molecular Weight: 264.34
• SMILES: CC(C)(C)[Si](C)(C)OS(=O)(=O)C(F)(F)F
• Topological: 51.8
• Monoisotopic Mass: 264.04632653
• Synonyms: tert-Butyldimethylsilyl trifluoromethanesulphonate, Methanesulfonic acid, trifluoro-, (1,1-dimethylethyl)dimethylsilyl ester, EINECS 274-102-0, DTXSID50220034, (1,1-Dimethylethyl)dimethylsilyl 1,1,1-trifluoromethanesulfonate, DTXCID50142525, 274-102-0, 69739-34-0, Tert-butyldimethylsilyl trifluoromethanesulfonate, Trifluoromethanesulfonic Acid tert-Butyldimethylsilyl Ester, TBDMS triflate, t-Butyldimethylsilyl triflate, tert-Butyldimethylsilyl Triflate, MFCD00000405, TBDMS-OTf, [tert-butyl(dimethyl)silyl] trifluoromethanesulfonate, t-butyldimethylsilyl trifluoromethanesulfonate, tert-Butyldimethylsilyltrifluoromethanesulfonate, t-Butyldimethylsilyltrifluoromethanesulfonate, Trifluoromethanesulfonic acid tert-butyldimethylsilylester, t-Butylmethylsilyl triflate, TBDMS-triflate, TBS Triflate, TBSOTf, TBDMSOTf, TBS-OTf, t-butyldimethylsilyltriflate, SCHEMBL38009, tert-butyldimethylsilyltriflate, tertbutyldimethylsilyl triflate, tert-butyl-dimethylsilyltriflate, EE45S257MT, Trifluoromethanesulfonicacidtert-butyldimethylsilylester, tert-Butyldimethylsilanyl triflate, BCP11360, CS-B0889, AKOS005063793, FB53762, SB40842, AS-40537, BP-13052, BP-31181, NS00062023, t-butyl-dimethylsilyltrifluoromethanesulfonate, t-butyldimethylsilyltrifluoromethane sulfonate, T1525, tert-butyldimethylsilyltrifluormethansulfonate, t-butyldimethylsilyl trifluoromethane sulfonate, t-Butyldimethylsilyl trifluoromethanesulphonate, tertbutyldimethylsilyl trifluoromethanesulfonate, EN300-128285, tert-butyl-dimethylsilyl-trifluoromethylsulfonate, tert-butyldimehylsilyltrifluoromethane sulfonate, tert-Butyldimethylsilyl triflate;TBDMS triflate, tert-butyldimethylsilyl trifluormethanesulfonate, tert-Butyldimethylsilyl trifluoromethylsulfonate, tert-butyldimethylsilyl trifluromethane sulfonate, tert-butyldimethylsilyl trifluromethanesulfonate, tert-butyldimethylsilyltrifluoromethane sulfonate, t-butyl(dimethyl)silyl-trifluoromethane-sulfonate, tert-butyl dimethylsilyl trifluoromethanesulfonate, tert-butyldimethylsilyl trifluorome-thanesulfonate, tert-butyldimethylsilyl trifluoromethane sulfonate, tert-butyldimethylsilyl trifluoromethane-sulfonate, tert-butyl dimethylsilyl trifluoromethane sulfonate, tert-butyl(dimethyl)silyl trifluoromethanesulfonate, tert-butyl-dimethylsilyl trifluoromethanesulphonate, tert-butyl(dimethyl)silyl trifluoromethanesulphonate, tert-Butyldimethylsilyl trifluoromethanesulfonate, 98%, Trifluoromethanesulfonic acid t-butyldimethylsilyl ester, Trifluoromethanesulfonic acid-tert.-butyldimethylsilylester, tert-Butyldimethylsilyl trifluoromethanesulfonate, reagent grade, 98%, tert-Butyldimethylsilyl trifluoromethanesulfonate, purum, >=98.0% (T), 1,1,1-trifluoro-methanesulfonic acid, (1,1-dimethylethyl)dimethylsilyl ester, Methanesulfonic acid, 1,1,1-trifluoro-, (1,1-dimethylethyl)dimethylsilyl ester, tert-Butyldimethylsilyl trifluoromethanesulfonate, for GC derivatization, >=98.0% (T)

Application

tert-Butyldimethylsilyl trifluoromethanesulphonate is primarily used as a protecting group reagent in organic synthesis, particularly for sensitive hydroxyl groups during multi-step reactions. It finds extensive application in carbohydrate chemistry, natural product synthesis, and pharmaceutical intermediates preparation. The compound’s reactivity makes it valuable for introducing the tert-butyldimethylsilyl (TBS) group under mild conditions. Researchers also employ it as a catalyst or promoter in various transformations where robust silylation is required.

Safety and Hazards

GHS Hazard Statements

• H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H335 (84.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P319, P321, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 3 (100%)
• Skin Corr. 1B (100%)
• STOT SE 3 (84.5%)

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