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900015

Sigma-Aldrich

Trimethylpentafluoroethylsilane

97%

Synonym(s):
(Pentafluoroethyl)trimethylsilane
Empirical Formula (Hill Notation):
C5H9F5Si
CAS Number:
Molecular Weight:
192.20
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n/D 1.325

density

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

InChI key

MTPVUVINMAGMJL-UHFFFAOYSA-N

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This Item
744050589330431044
assay

97%

assay

≥98.0% (GC)

assay

98%

assay

97%

form

liquid

form

liquid

form

-

form

liquid

refractive index

n/D 1.325

refractive index

-

refractive index

n20/D 1.4920 (lit.)

refractive index

n20/D 1.324 (lit.)

density

1.095 g/mL

density

-

density

0.995 g/mL at 25 °C (lit.)

density

1.195 g/mL at 25 °C (lit.)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

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.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F

Flash Point(C)

-17 °C

Certificate of Analysis

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Certificate of Origin

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