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900015

Sigma-Aldrich

Trimethylpentafluoroethylsilane

97%

Synonym(e):

(Pentafluoroethyl)trimethylsilane

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About This Item

Empirische Formel (Hill-System):
C5H9F5Si
CAS-Nummer:
124898-13-1
Molekulargewicht:
192.20
MDL-Nummer:
MFCD04116436
UNSPSC-Code:
12352101
PubChem Substanz-ID:
329769760
NACRES:
NA.22

Assay

97%

Form

liquid

Brechungsindex

n/D 1.325

Dichte

1.095 g/mL

SMILES String

C[Si](C)(C)C(F)(F)C(F)(F)F

InChI

1S/C5H9F5Si/c1-11(2,3)5(9,10)4(6,7)8/h1-3H3

InChIKey

MTPVUVINMAGMJL-UHFFFAOYSA-N

Allgemeine Beschreibung

Trimethylpentafluoroethylsilane ((Pentafluoroethyl)trimethylsilane) is a perfluoroalkylsilane. Alkyl triflates undergo nucleophilic pentafluoroethylation with trimethylpentafluoroethylsilane to form the corresponding pentafluoroethylated alkanes.

Anwendung

Trimethylpentafluoroethylsilane ((Pentafluoroethyl)trimethylsilane) may be used as a perfluoroalkylating reagent for the synthesis of the following quinoline derivatives:
  • 5-bromo-2-(perfluoroethyl)quinoline
  • 8-methoxy-2-(perfluoroethyl)quinoline
  • 1-(perfluoroethyl)isoquinoline
  • 8-(tert-butoxy)-5,7-dichloro-2-(perfluoroethyl)quinolone
It may also be used in the synthesis of pentafluoroethylcyclohexanes.
Trimethylpentafluoroethylsilane has been reported as a Ruppert-Prakash type reagent for the addition of pentafluoroethane. Recent report by Larionov and coworkers displayed the feasibility of adding pentrafluoroethane to N-heterocycles under basic conditions.

Rechtliche Hinweise

Synthetic and mechanistic aspects of the regioselective base-mediated reaction of perfluoroalkyl- and perfluoroarylsilanes with heterocyclic N-oxides

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

Gefahreneinstufungen

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

1.4 °F - closed cup - (calculated)

Flammpunkt (°C)

-17 °C - closed cup - (calculated)

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

A Facile New Method for the Two-step Substitution of Hydroxy Groups in Primary Alcohols for Trifluoromethyl and Pentafluoroethyl Moieties.
Sevenard DV, et al.
Synlett, 2001(03), 0379-0381 (2001)
Experimental determination of the conformational free energies (A values) of fluorinated substituents in cyclohexane by dynamic 19 F NMR spectroscopy. Part 2. Extension to fluoromethyl, difluoromethyl, pentafluoroethyl, trifluoromethylthio and trifluoromethoxy groups.
Carcenac Y, et al.
New. J. Chem., 30(3), 447-457 (2006)
David E Stephens et al.
Organic & biomolecular chemistry, 12(32), 6190-6199 (2014-07-06)
The scope and mechanistic implications of the direct transformation of heterocyclic N-oxides to 2-trifluoromethyl-, and related perfluoroalkyl- and perfluoroaryl-substituted N-heterocycles has been studied. The reaction is effected by perfluoroalkyl- and perfluorophenyltrimethylsilane in the presence of strong base. In situ displacement

Verwandter Inhalt

Hu Group – Professor Product Portal

The major research interests of Prof. Jinbo Hu's lab include the development of new fluorination reagents and reactions, especially the difluoromethylation, difluoromethylenation, and monofluoromethylation methods.

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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