ChemicalBook--->CAS DataBase List--->79271-56-0

79271-56-0

79271-56-0 Structure

79271-56-0 Structure
IdentificationMore
[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 PropertiesBack 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
[Stability:]

Moisture Sensitive and Hygroscopic, Moisture Sensitive And Hygroscopic
[InChI]

1S/C7H15F3O3SSi/c1-4-15(5-2,6-3)13-14(11,12)7(8,9)10/h4-6H2,1-3H3
[InChIKey]

STMPXDBGVJZCEX-UHFFFAOYSA-N
[SMILES]

CC[Si](CC)(CC)OS(=O)(=O)C(F)(F)F
[CAS DataBase Reference]

79271-56-0(CAS DataBase Reference)
[Storage Precautions]

Moisture sensitive
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H314
[Precautionary statements ]

P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
[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
[Storage Class]

8A - Combustible corrosive hazardous materials
[Hazard Classifications]

Skin Corr. 1B
Hazard InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

Triethylsilyl trifluoromethanesulfonate(79271-56-0)1HNMR
Triethylsilyl trifluoromethanesulfonate(79271-56-0)13CNMR
Triethylsilyl trifluoromethanesulfonate(79271-56-0)IR1
Triethylsilyl trifluoromethanesulfonate(79271-56-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Triethylsilyl trifluoromethanesulfonate, 99%(79271-56-0)
[Alfa Aesar]

Triethylsilyl trifluoromethanesulfonate, 98%(79271-56-0)
[Sigma Aldrich]

79271-56-0(sigmaaldrich)
[TCI AMERICA]

Triethylsilyl Trifluoromethanesulfonate,>98.0%(T)(79271-56-0)
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