Triethylsilyltrifluoromethansulfonat
Triethylsilyl trifluoromethanesulphonate
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Grundinformationen
- CAS
79271-56-0- Standard-SMILES
CC[Si](CC)(CC)OS(=O)(=O)C(F)(F)F- InChIKey
STMPXDBGVJZCEX-UHFFFAOYSA-N- Summenformel
- C7H15F3O3SSi
- Durchschnittliche Molmasse
- 264,34 g/mol
- Monoisotopische Masse
- 264,04632653
Namen und Bezeichner
- Bevorzugter Name
- Triethylsilyl trifluoromethanesulphonate
- IUPAC
- triethylsilyl trifluoromethanesulfonate
- Lokaler Name
- Triethylsilyltrifluoromethansulfonat
- Englischer Name
- Triethylsilyl trifluoromethanesulfonate
- Summenformel
- C7H15F3O3SSi
- Molmasse
- 264.34
Namen und Synonyme
79271-56-0Triethylsilyl trifluoromethanesulphonateEINECS 279-124-4DTXSID00229597RefChem:899556DTXCID50152088279-124-4Triethylsilyl trifluoromethanesulfonateTriethylsilyl TriflatetriethylsilyltrifluoromethanesulfonateMFCD00000407Trifluoromethanesulfonic Acid Triethylsilyl Ester
Weitere Namen anzeigen
TES-OTFDKSI108DKSI136DKFELEX0305TESOTf 97%TES TRIFLATETriethyl(trifluoromesyloxy)silaneTriethylsilyl trifluoromethanesulfote
Methanesulfonic acid, trifluoro-, triethylsilyl esterS17625TESOTfEt3SiOTfTriethylsilyltriflateSCHEMBL36993STMPXDBGVJZCEX-UHFFFAOYSA-CS-B0887
Datenbank-Bezeichner
- CAS
79271-56-0- PubChem CID
- 2733308
- DTXSID
DTXSID00229597- EC Number
- 279-124-4
- Nikkaji
- J267.450E
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- Polarare Oberfläche (TPSA)
- 51,8 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 15
- Formalladung
- 0
- Komplexität
- 281
Physikochemische Eigenschaften
- Siedepunkt
- 85 · 85-86 °C/12 mmHg (lit.)
- Dichte
- 1.169 g/mL · 1.169 g/mL at 25 °C (lit.)
- Brechungsindex
- 20 · n20/D 1.389(lit.)
- Flammpunkt
- 162 °F · 162 °F
- storage temp.
- Inert atmosphere,Room Temperature
- Löslichkeit
- 2 Cl2 · 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.
- Aggregatzustand
- Fuming Liquid
- Wichte
- 1.169 · 1.169
- Farbe
- Clear colorless to light brown
- Wasserlöslichkeit
- Miscible with dichloromethane, hydrocarbons, dialkyl ethers and halogenated solvents. Immiscible with water.
- BRN
- 3590541 · 3590541
- Stabilität
- Moisture Sensitive and Hygroscopic, Moisture Sensitive And Hygroscopic
- InChI
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 4 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Corr. 1 (100%)
Sicherheitsdaten
- F
- 10-21
- wgk
- 3
- tsca
- No
- ridadr
- UN 3265 8/PG 2
- hs_code
- 29319090
- risk_code
- 34-14
- hazard_code
- C,F
- hazard_note
- Corrosive/Flammable
- safety_code
- 26-36/37/39-45-27
- hazard_class
- 8
- packing_group
- II
- Speicherklasse
- 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- Skin Corr. 1B
Chemie und Industrie
Anwendungen
VerwendenTriethylsilyl 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).
Darstellung
synthetischeTriethylsilyl Trifluoromethanesulfonate can be prepared by reacting chlorotriethylsilane with trifluoromethanesulfonic acid followed by distillation.
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