Atomfair Triisopropylsilyl trifluoromethanesulfonate TIPSOTf C10H21F3O3SSi

Description Triisopropylsilyl trifluoromethanesulfonate (CAS No. 80522-42-5) is a highly reactive silylating agent with the molecular formula C10H21F3O3SSi . This organosilicon compound is widely utilized in organic synthesis as a robust protecting group reagent, particularly for alcohols and other nucleophiles. Its trifluoromethanesulfonate (triflate) group enhances its reactivity, making it an excellent choice for silylation under mild conditions. The triisopropylsilyl (TIPS) group provides steric bulk, ensuring selective protection in complex molecular environments. This reagent is supplied as a high-purity liquid, ideal for sensitive reactions in pharmaceutical, agrochemical, and materials science research. Store under inert conditions to maintain stability and reactivity.

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Description

Description

Triisopropylsilyl trifluoromethanesulfonate (CAS No. 80522-42-5) is a highly reactive silylating agent with the molecular formula C10H21F3O3SSi. This organosilicon compound is widely utilized in organic synthesis as a robust protecting group reagent, particularly for alcohols and other nucleophiles. Its trifluoromethanesulfonate (triflate) group enhances its reactivity, making it an excellent choice for silylation under mild conditions. The triisopropylsilyl (TIPS) group provides steric bulk, ensuring selective protection in complex molecular environments. This reagent is supplied as a high-purity liquid, ideal for sensitive reactions in pharmaceutical, agrochemical, and materials science research. Store under inert conditions to maintain stability and reactivity.

  • CAS No: 80522-42-5
  • Molecular Formula: C10H21F3O3SSi
  • Molecular Weight: 306.42
  • Exact Mass: 306.09327672
  • Monoisotopic Mass: 306.09327672
  • IUPAC Name: tri(propan-2-yl)silyl trifluoromethanesulfonate
  • SMILES: CC(C)[Si](C(C)C)(C(C)C)OS(=O)(=O)C(F)(F)F
  • Synonyms: Triisopropylsilyl trifluoromethanesulfonate, 80522-42-5, DTXSID10369150, DTXCID70320186, 638-988-6

Application

Triisopropylsilyl trifluoromethanesulfonate is primarily used as a protecting group reagent for hydroxyl groups in carbohydrate and steroid chemistry. It enables selective silylation of primary alcohols in the presence of secondary or tertiary alcohols due to its steric hindrance. The compound is also employed in nucleoside and peptide synthesis, where temporary protection of reactive sites is critical. Its triflate leaving group facilitates efficient silyl transfer in mild conditions, minimizing side reactions. Researchers value it for its compatibility with a wide range of functional groups in complex synthetic pathways.

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