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79271-56-0 - Triethylsilyl trifluoromethanesulfonate, 98% - TES-OTf - Triethylsilyl triflate - L14477 - Alfa Aesar

L14477 Triethylsilyl trifluoromethanesulfonate, 98%

CAS Number
79271-56-0
Synonyms
TES-OTf
Triethylsilyl triflate

Size Price ($) Quantity Availability
5g 37.90
25g 110.21
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Triethylsilyl trifluoromethanesulfonate, 98%

MDL
MFCD00000407
EINECS
279-124-4

Chemical Properties

Formula
C7F3H15O3SSi
Formula Weight
264.33
Boiling Point
207°
Flash Point
72°(161°F)
Density
1.225
Refractive Index
1.3910
Sensitivity
Moisture Sensitive
Solubility
Miscible with dichloromethane, hydrocarbons, dialkyl ethers and halogenated solvents. Immiscible with water.

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.

Notes

Moisture sensitive. Incompatible with strong oxidizing agents and strong acids.

Literature References

Powerful silylating agent and Lewis acid; compare Trimethyl­silyl­ trifluoromethanesulfonate, A12535.

Cheng, B.; Trauner, D. A Highly Convergent and Biomimetic Total Synthesis of Portentol. J. Am. Chem. Soc. 2015, 137 (43), 13800-13803.

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318-H227

Causes severe skin burns and eye damage. Causes serious eye damage. Combustible liquid.

Precautionary Statements: P280-P303+P361+P353-P305+P351+P338-P310-P402

Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Store in a dry place.

Other References

Beilstein
3590541
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
No

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