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L14477 Triethylsilyl trifluoromethanesulfonate, 98%

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

Stock No. Size Price ($) Quantity Availability
L14477-06 5g 40.50
L14477-14 25g 118.00
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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
Storage & Sensitivity
Keep Cold. Moisture Sensitive. Store under Nitrogen.
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: H227-H314

Combustible liquid. Causes severe skin burns and eye damage.

Precautionary Statements: P210-P260-P264b-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. 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. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

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

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