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Structure

Triethylsilyl trifluoromethanesulfonate

CAS
79271-56-0
Catalog Number
ACM79271560-1
Category
Silylation Reagents
Molecular Weight
264.34
Molecular Formula
C7H15F3O3SSi

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Specification

Synonyms
TES triflate, Trifluoromethanesulfonic acid triethylsilylester
Boiling Point
85-86 °C/12 mmHg (lit.)
Flash Point
72 °C
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
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