900015
(五氟乙基)三甲基硅烷
97%
别名:
(Pentafluoroethyl)trimethylsilane
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关于此项目
经验公式（希尔记法）:
C5H9F5Si
化学文摘社编号:
分子量:
192.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
MDL number:
InChI
1S/C5H9F5Si/c1-11(2,3)5(9,10)4(6,7)8/h1-3H3
SMILES string
C[Si](C)(C)C(F)(F)C(F)(F)F
InChI key
MTPVUVINMAGMJL-UHFFFAOYSA-N
assay
97%
form
liquid
refractive index
n/D 1.325
density
1.095 g/mL
functional group
fluoro
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
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
1.4 °F - closed cup - (calculated)
flash_point_c
-17 °C - closed cup - (calculated)
法规信息
新产品
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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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Prof. Jinbo Hu's lab focuses on developing new fluorination reagents and reactions, including difluoromethylation and monofluoromethylation.
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