ChemicalBook > CAS DataBase List > Triethylsilyl trifluoromethanesulfonate

Triethylsilyl trifluoromethanesulfonate

Product Name
Triethylsilyl trifluoromethanesulfonate
CAS No.
79271-56-0
Chemical Name
Triethylsilyl trifluoromethanesulfonate
Synonyms
TRIETHYLSILYL TRIFLATE;TES-OTF;TES TRIFLATE;Triethyl(trifluoromesyloxy)silane;Triethylsilyl trifluoromethanesulfote;TRIETHYLSILYL TRIFLUOROMETHANESULFONATE;TRIETHYLSILYL TRIFLUOROMETHANESULPHONATE;Triethylsilyltrifluoromethanesulphonate99%;Triethylsilyltrifluoromethanesulfonate,99%;Triethyl(trifluoromethylsulfonyloxy)silane
CBNumber
CB6298346
Molecular Formula
C7H15F3O3SSi
Formula Weight
264.34
MOL File
79271-56-0.mol
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Triethylsilyl trifluoromethanesulfonate Property

Boiling point:
85-86 °C/12 mmHg (lit.)
Density 
1.169 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.389(lit.)
Flash point:
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
Specific Gravity
1.169
color 
Clear colorless to light brown
Water Solubility 
Miscible with dichloromethane, hydrocarbons, dialkyl ethers and halogenated solvents. Immiscible with water.
Sensitive 
Moisture Sensitive
Hydrolytic Sensitivity
8: reacts rapidly with moisture, water, protic solvents
BRN 
3590541
Stability:
Moisture Sensitive and Hygroscopic, Moisture Sensitive And Hygroscopic
CAS DataBase Reference
79271-56-0(CAS DataBase Reference)
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Safety

Hazard Codes 
C,F
Risk Statements 
34-14
Safety Statements 
26-36/37/39-45-27
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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
279471
Product name
Triethylsilyl trifluoromethanesulfonate
Purity
99%
Packaging
10g
Price
$129
Updated
2024/03/01
Sigma-Aldrich
Product number
279471
Product name
Triethylsilyl trifluoromethanesulfonate
Purity
99%
Packaging
50g
Price
$147
Updated
2024/03/01
TCI Chemical
Product number
T1689
Product name
Triethylsilyl Trifluoromethanesulfonate
Purity
>98.0%(T)
Packaging
5g
Price
$45
Updated
2024/03/01
TCI Chemical
Product number
T1689
Product name
Triethylsilyl Trifluoromethanesulfonate
Purity
>98.0%(T)
Packaging
25g
Price
$128
Updated
2024/03/01
Alfa Aesar
Product number
L14477
Product name
Triethylsilyl trifluoromethanesulfonate
Purity
98%
Packaging
5g
Price
$45.65
Updated
2024/03/01
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Triethylsilyl trifluoromethanesulfonate Chemical Properties,Usage,Production

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).

Uses

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.

Preparation

Triethylsilyl Trifluoromethanesulfonate can be prepared by reacting chlorotriethylsilane with trifluoromethanesulfonic acid followed by distillation.

Triethylsilyl trifluoromethanesulfonate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Triethylsilyl trifluoromethanesulfonate manufacturers

LY Global chemicals co.,ltd .
Product
Triethylsilyl trifluoromethanesulfonate 79271-56-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000KG
Release date
2023-03-09
Henan Aochuang Chemical Co.,Ltd.
Product
Triethylsilyl trifluoromethanesulfonate 79271-56-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-30
Zhuozhou Wenxi import and Export Co., Ltd
Product
Triethylsilyl trifluoromethanesulfonate 79271-56-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

79271-56-0, Triethylsilyl trifluoromethanesulfonateRelated Search:

Gabexate mesylate Trifluoromethanesulfonic acid COPPER(II) TRIFLUOROMETHANESULFONATE YTTERBIUM(III) TRIFLUOROMETHANESULFONATE HYDRATE Pefloxacin mesylate Lithium trifluoromethanesulfonate Levofloxacin Methylate Danofloxacin mesylate Scandium trifluoromethanesulfonate Sodium trifluoromethanesulfonate Trifluoromethanesulfonic anhydride Triethylsilane Triethylene glycol dimethacrylate TRIISOPROPYLSILYL ACRYLATE triisopropylsilyl Methacrylate Sodium methanesulfinate Trifluoromethane Hydrogen Sulfide

  • TES TRIFLATE
  • TRIFLUOROMETHANESULFONIC ACID TRIETHYLSILYL ESTER
  • TRIETHYLSILYL TRIFLATE
  • TRIETHYLSILYL TRIFLUOROMETHANESULFONATE
  • TRIETHYLSILYL TRIFLUOROMETHANESULPHONATE
  • TES-OTF
  • 1,1,1-TRIETHYLSILYL TRIFLUOROMETHANESULFONATE
  • TRIETHYLSILYL TRIFLUOROMETHANESULFONATE 99%
  • TRIETHYLSILYL TRIFLUOROMETHANESULFONATE, 99%TRIETHYLSILYL TRIFLUOROMETHANESULFONATE, 99%TRIETHYLSILYL TRIFLUOROMETHANESULFONATE, 99%
  • TriethylsilyltrifluoromethanesulphonateTESTriflate
  • Triethylsilyl trifluoromethanesulphonate 99%
  • Triethylsilyltrifluoromethanesulphonate99%
  • Triethylsilyl trifluoromethanesulfonate,TES triflate, Trifluoromethanesulfonic acid triethylsilylester
  • Triethylsilyl Triflate Trifluoromethanesulfonic Acid Triethylsilyl Ester
  • Triethylsilyltrifluoromethanesulfonate,99%
  • TES triflate, Trifluoromethanesulfonic acid triethylsilylester
  • Triethyl(trifluoromesyloxy)silane
  • Triethyl(trifluoromethylsulfonyloxy)silane
  • Triethylsilyl trifluoromethanesulfote
  • Methanesulfonic acid,1,1,1-trifluoro-, triethylsilyl ester
  • TIANFUCHEM--79271-56-0--Triethylsilyl trifluoromethanesulfonate
  • TRIETHYLSILYL TRIFLUOROMETHANESULFONATE TES triflate Triethylsilyl Triflate
  • 79271-56-0
  • CF3SO3SiCH2CH33
  • CF3SO3SiC2H53
  • Synthetic Reagents
  • Silicon-Based
  • Protection and Derivatization
  • Protecting and Derivatizing Reagents
  • Protection & Derivatization Reagents (for Synthesis)
  • Silicon Compounds (for Synthesis)
  • Si-O Compounds
  • Silyl Esters
  • Si (Classes of Silicon Compounds)
  • metal triflate compounds
  • Protection & Derivatization Reagents (for Synthesis)
  • Si (Classes of Silicon Compounds)
  • Silicon Compounds (for Synthesis)
  • Silyl Esters
  • Si-O Compounds
  • Synthetic Organic Chemistry