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Triethylsilyl trifluoromethanesulfonate

Catalog Number ACM79271560-4
CAS Number 79271-56-0
Synonyms TES triflate, Trifluoromethanesulfonic acid triethylsilylester
Molecular Weight 264.34
Molecular Formula C7H15F3O3SSi
Boiling Point 85-86 °C/12 mmHg (lit.)
Flash Point 72 °C
Purity 99%
Density 1.169 g/mL at 25 °C (lit.)
Application Triethylsilyl trifluoromethanesulfonate serves as a dual-purpose reagent functioning as both a silylating agent and a Lewis acid catalyst In its role as a silylating agent it is particularly effective for forming triethylsilyl ethers which offer greater resistance to hydrolysis compared to their trimethylsilyl counterparts and are increasingly used to protect alcohols This compound is especially advantageous in silylating sterically hindered hydroxyl groups overcoming limitations associated with traditional reagents like triethylsilyl chloride Additionally its catalytic capabilities are highlighted in reactions such as the condensation of 2-trimethylsiloxyfuran with aldehydes where it predominantly facilitates the formation of threo addition products Furthermore it reacts with 1-diazo-33-dimethyl-butan-2-one to synthesize 1-diazo-33-dimethyl-1-(triethylsilyl)-2-butanone demonstrating its versatility in organic synthesis
Storage Keep Cold. Moisture Sensitive. Store under Nitrogen.
Physical State Liquid
Refractive Index 1.389-1.392
Custom Reviews
November 03, 2024

Excellent Silylating Agent for Complex Syntheses

I've used Triethylsilyl trifluoromethanesulfonate from Alfa Chemistry to silylate hinderd hydroxyls in our lab research. It performs brilliantly as a Lewis acid catalyst, facilitating smooth and efficient reactions. Highly recommend for challenging syntheses.

  Please kindly noted that this product is for research use only.

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