| Identification | More | [Name]
Triethylsilyl trifluoromethanesulfonate | [CAS]
79271-56-0 | [Synonyms]
1,1,1-TRIETHYLSILYL TRIFLUOROMETHANESULFONATE
TES TRIFLATE
TRIETHYLSILYL TRIFLATE
TRIETHYLSILYL TRIFLUOROMETHANESULFONATE
TRIETHYLSILYL TRIFLUOROMETHANESULPHONATE
TRIFLUOROMETHANESULFONIC ACID TRIETHYLSILYL ESTER
TRIETHYLSILYL TRIFLUOROMETHANESULFONATE 99%
TES-OTF
TriethylsilyltrifluoromethanesulphonateTESTriflate
Triethylsilyltrifluoromethanesulfonate,99%
Triethylsilyl trifluoromethanesulphonate 99%
Triethylsilyltrifluoromethanesulphonate99%
TES triflate, Trifluoromethanesulfonic acid triethylsilylester
Triethyl(trifluoromesyloxy)silane
Triethyl(trifluoromethylsulfonyloxy)silane | [EINECS(EC#)]
279-124-4 | [Molecular Formula]
C7H15F3O3SSi | [MDL Number]
MFCD00000407 | [Molecular Weight]
264.34 | [MOL File]
79271-56-0.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to light brown fuming liquid | [Boiling point ]
85-86 °C/12 mmHg (lit.) | [density ]
1.169 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.389(lit.)
| [Fp ]
162 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Triethylsilyl Trifluoromethanesulfonate is readily sol hydrocarbons, dialkyl ethers, halogenated
solvents. CH2Cl2 is employed most commonly. Reactions in
1,2-dichloroethane proceed faster than those in CCl4 or Et2O.
Protic solvents and THF react with trialkylsilyl triflates and are
therefore not suitable. | [form ]
Fuming Liquid | [color ]
Clear colorless to light brown | [Specific Gravity]
1.169 | [Water Solubility ]
Miscible with dichloromethane, hydrocarbons, dialkyl ethers and halogenated solvents. Immiscible with water. | [Hydrolytic Sensitivity]
8: reacts rapidly with moisture, water, protic solvents | [Sensitive ]
Moisture Sensitive | [Detection Methods]
GC | [BRN ]
3590541 | [CAS DataBase Reference]
79271-56-0(CAS DataBase Reference) | [Storage Precautions]
Moisture sensitive |
| Safety Data | Back Directory | [Hazard Codes ]
C,F | [Risk Statements ]
R34:Causes burns.
R14:Reacts violently with water. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S27:Take off immediately all contaminated clothing . | [RIDADR ]
UN 3265 8/PG 2
| [WGK Germany ]
3
| [F ]
10-21 | [Hazard Note ]
Corrosive/Flammable | [TSCA ]
No | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to light brown fuming liquid | [Physical properties]
85–86 °C/12 mmHg; d 1.169 g cm?3. | [Uses]
Triethylsilyl Trifluoromethanesulfonate can be used as potent silylating agent and as Lewis acid catalyst. Triethylsilyl ethers are generally
more stable towards hydrolysis than are trimethylsilyl ethers, and
consequently the Et3Si moiety has gained increasing use as a protecting group for alcohols. However, since it is often difficult to
silylate sterically hindered hydroxyl groups using Et3SiCl, triethylsilyl perchlorate and triethylsilyl triflate (Et3SiOTf) were introduced to overcome this problem. Jefford has reported that condensation
reactions of 2-trimethylsiloxyfuran with aldehydes can be catalyzed by Et3SiOTf to give mainly the threo addition product
(eq 8). | [Preparation]
Triethylsilyl Trifluoromethanesulfonate can be prepared by reacting chlorotriethylsilane with trifluoromethanesulfonic acid followed by
distillation. |
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