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900015

Trimethylpentafluoroethylsilane

97%

Synonym(s):

(Pentafluoroethyl)trimethylsilane

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About This Item

Empirical Formula (Hill Notation):
C5H9F5Si
CAS Number:
124898-13-1
Molecular Weight:
192.20
NACRES:
NA.22
PubChem Substance ID:
329769760
UNSPSC Code:
12352101
MDL number:
MFCD04116436
eCl@ss:
32150313
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assay

97%

form

liquid

reaction suitability

reaction type: Halogenations

refractive index

n/D 1.325

density

1.095 g/mL

functional group

fluoro, silyl

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

InChI key

MTPVUVINMAGMJL-UHFFFAOYSA-N

General description

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

Application

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.

Legal Information

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

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

1.4 °F - closed cup - (calculated)

Flash Point (°C)

-17 °C - closed cup - (calculated)

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