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Merck
CN

900015

Sigma-Aldrich

(五氟乙基)三甲基硅烷

97%

别名:

(Pentafluoroethyl)trimethylsilane

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About This Item

经验公式(希尔记法):
C5H9F5Si
分子量:
192.20
MDL编号:
UNSPSC代码:
12352101
PubChem化学物质编号:
NACRES:
NA.22

方案

97%

表单

liquid

折射率

n/D 1.325

密度

1.095 g/mL

官能团

fluoro

SMILES字符串

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

一般描述

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

应用

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.

象形图

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警示用语:

Danger

危险分类

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

靶器官

Respiratory system

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

1.4 °F - closed cup - (calculated)

闪点(°C)

-17 °C - closed cup - (calculated)

法规信息

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分析证书(COA)

Lot/Batch Number

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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)
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)
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

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