900015

Trimethylpentafluoroethylsilane

97%

• Synonym(s): (Pentafluoroethyl)trimethylsilane
• Empirical Formula (Hill Notation): C₅H₉F₅Si
• CAS Number: 124898-13-1
• Molecular Weight: 192.20
• MDL number: MFCD04116436
• UNSPSC Code: 12352101
• PubChem Substance ID: 329769760
• NACRES: NA.22

Properties

• 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

Description

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

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H315,H319,H335
• Precautionary Statements: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• 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 - closed cup - (calculated)
• Flash Point(C): -17 °C - closed cup - (calculated)