Triisopropylsilyl trifluoromethanesulfonate, 97%

Description

CAS: 80522-42-5 | C10H21F3O3SSi | 306.415 g/mol

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

Safety and Handling

Hazard Category	H314
Hazard Statement	GHS H Statement H314-H318 Causes severe skin burns and eye damage. Causes serious eye damage.
Precautionary Statement	P260-P264b-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c
DOTInformation	Transport Hazard Class: 8; Packing Group: II; Proper Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.
EINECSNumber	000-000-0
TSCA	No
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only