Triisopropylsilyl trifluoromethanesulfonate, 97%, Thermo Scientific Chemicals

Description

Triisopropylsilyl trifluoromethanesulfonate is used as a reagent for the introduction of triisopropylsilyl(TIPS) group in organic synthesis. It is involved in the synthesis of 2-substituted benzothiopyran-4-ones and silyloxy acetylenes. As a protecting group in organic synthesis, it is utilized especially for the protection of primary amines. Furthermore, it plays an important role in Takahashi Taxol total synthesis or for chemical glycosylation reactions.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Triisopropylsilyl trifluoromethanesulfonate is used as a reagent for the introduction of triisopropylsilyl(TIPS) group in organic synthesis. It is involved in the synthesis of 2-substituted benzothiopyran-4-ones and silyloxy acetylenes. As a protecting group in organic synthesis, it is utilized especially for the protection of primary amines. Furthermore, it plays an important role in Takahashi Taxol total synthesis or for chemical glycosylation reactions.

Solubility
Miscible with chloroform and ethyl acetate.

Notes
Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong bases and strong oxidizing agents. Hydrolyzes in water.

Specifications

Chemical Identifiers

• CAS: 80522-42-5
• Molecular Formula: C10H21F3O3SSi
• Molecular Weight (g/mol): 306.415
• MDL Number: MFCD00009913
• InChI Key: LHJCZOXMCGQVDQ-UHFFFAOYSA-N
• Synonym: triisopropylsilyl trifluoromethanesulfonate, triisopropylsilyl triflate, triisopropylsilyltrifluoromethanesulfonate, trifluoromethanesulfonic acid triisopropylsilyl ester, tips-otf, tips triflate, wacker silane ip3-triflate, triisopropylsilyl trifluoromethanesulphonate, triisopropylsilyl-trifluoromethanesulfonate, methanesulfonic acid, trifluoro-, tris 1-methylethyl silyl ester
• PubChem CID: 2724529
• 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

• Density: 1.136
• Boiling Point: 45°C to 46°C (0.03 mmHg)
• Flash Point: 100°C (212°F)
• Refractive Index: 1.415
• Quantity: 5 g
• UN Number: UN3265
• Beilstein: 3591541
• Sensitivity: Moisture sensitive
• Solubility Information: Miscible with chloroform and ethyl acetate.
• Formula Weight: 306.42
• Percent Purity: 97%
• Chemical Name or Material: Triisopropylsilyl trifluoromethanesulfonate

RUO – Research Use Only