Triethylsilyl trifluoromethanesulfonate, 98%, Thermo Scientific Chemicals
Triethylsilyl trifluoromethanesulfonate, 98%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Triethylsilyl trifluoromethanesulfonate, 98%, Thermo Scientific Chemicals

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Quantity:
5 g
25 g
Catalog number L14477.06
also known as L14477-06
Price (USD)/ Each
53.40
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Quantity:
5 g
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Price (USD)/ Each
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Triethylsilyl trifluoromethanesulfonate, 98%, Thermo Scientific Chemicals
Catalog numberL14477.06
Price (USD)/ Each
53.40
-
Add to cart
Chemical Identifiers
CAS79271-56-0
IUPAC Nametriethylsilyl trifluoromethanesulfonate
Molecular FormulaC7H15F3O3SSi
InChI KeySTMPXDBGVJZCEX-UHFFFAOYSA-N
SMILESCC[Si](CC)(CC)OS(=O)(=O)C(F)(F)F
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SpecificationsSpecification SheetSpecification Sheet
FormLiquid
Refractive Index1.3885-1.3925 @ 20?C
Appearance (Color)Clear colorless to pale yellow
Assay (Aqueous acid-base Titration)≥97.5 to ≤102.5%
Identification (FTIR)Conforms
Triethylsilyl trifluoromethanesulfonate acts as a silylating agent. It is also useful as a Lewis acid catalyst. Further, it reacts with 1-diazo-3,3-dimethyl-butan-2-one to prepare 1-diazo-3,3-dimethyl-1-(triethylsilyl)-2-butanone.

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
Triethylsilyl trifluoromethanesulfonate acts as a silylating agent. It is also useful as a Lewis acid catalyst. Further, it reacts with 1-diazo-3,3-dimethyl-butan-2-one to prepare 1-diazo-3,3-dimethyl-1-(triethylsilyl)-2-butanone.

Solubility
Miscible with dichloromethane, hydrocarbons, dialkyl ethers and halogenated solvents. Immiscible with water.

Notes
Moisture sensitive. Incompatible with strong oxidizing agents and strong acids.
RUO – Research Use Only

General References:

  1. Powerful silylating agent and Lewis acid; compare Trimethyl silyl trifluoromethanesulfonate, A12535.
  2. Cheng, B.; Trauner, D. A Highly Convergent and Biomimetic Total Synthesis of Portentol. J. Am. Chem. Soc. 2015, 137 (43), 13800-13803.
  3. Sietzen, M.; Batke, S.; Merz, L.; Wadepohl, H.; Ballmann, J. Phospha Derivatives of Tris(2-aminoethyl)amine (tren) and Tris(3-aminopropyl)amine (trpn): Synthesis and Complexation Studies with Group 4 Metals. Organometallics 2015, 34 (6), 1118-1128.