124898-13-1

Basic information

• Product Name: (PENTAFLUOROETHYL)TRIMETHYLSILANE
• Synonyms: (PENTAFLUOROETHYL)TRIMETHYLSILANE;TRIMETHYLPENTAFLUOROETHYLSILANE;(Pentafluoroethyl)trimethylsilane 97%;(Pentafluoroethyl)trimethylsilane97%;Silane, trimethyl(1,1,2,2,2-pentafluoroethyl)-;1,3,6-Trimethyl-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carbaldehyde;triMethyl(perfluoroethyl)silane;Pentafluoro(trimethylsilyl)ethane, (Perfluoroethyl)trimethylsilane
• CAS NO: 124898-13-1
• Molecular Formula: C₅H₉F₅Si
• Molecular Weight: 192.2
• Mol File: 124898-13-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 60 °C
• Flash Point: -17℃
• Appearance: /
• Density: 1.095 g/mL
• Vapor Pressure: 390mmHg at 25°C
• Refractive Index: 1.3270
• Solubility: Miscible with tetrahydrofuran.
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: (PENTAFLUOROETHYL)TRIMETHYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: (PENTAFLUOROETHYL)TRIMETHYLSILANE(124898-13-1)
• EPA Substance Registry System: (PENTAFLUOROETHYL)TRIMETHYLSILANE(124898-13-1)

Safety Data

• Hazard Codes: Xi
• Statements: 11-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 1993
• TSCA: No
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 124898-13-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 124898-13-1 differently. You can refer to the following data:
1. Silicon-based fluorinating reagents for the efficient trifluoromethylation of carbonyls and ethylene diamines. Precursors used for metal-mediated trifluoromethylation of aromatic, heteroaromatic, vinyl substrates, etc.
2. (Pentafluoroethyl)trimethylsilane acts as a silicon-based fluorinating reagent for trifluoromethylation of carbonyls and ethylene diamines. It is also employed as a precursor for metal-mediated trifluoromethylation of aromatic, heteroaromatic and vinyl substrates.
3. Trimethylpentafluoroethylsilane ((Pentafluoroethyl)trimethylsilane) may be used as a perfluoroalkylating reagent for the synthesis of the following quinoline derivatives:5-bromo-2-(perfluoroethyl)quinoline8-methoxy-2-(perfluoroethyl)quinoline1-(perfluoroethyl)isoquinoline8-(tert-butoxy)-5,7-dichloro-2-(perfluoroethyl)quinoloneIt may also be used in the synthesis of pentafluoroethylcyclohexanes.

General Description

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

InChI:InChI=1/C5H9F5Si/c1-11(2,3)5(9,10)4(6,7)8/h1-3H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 354-33-6 1,1,1,2,2-pentafluoroethane 
• 354-64-3 Pentafluoroethyl iodide 

Downstream Products

• 123524-60-7 2-pentafluoroethyltoluene 
• 117081-46-6 4-pentafluoroethyltoluene 
• 61424-46-2 N-phenylpentafluoroethanesulfinyl amide 
• 233593-25-4 N-phenyl-N-methyltrifluoromethanesulfinyl amide 
• 1066-40-6 Trimethylsilanol 
• 1045822-10-3 N-{3-cyano-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazol-5-yl}-N',N'-diethyl-1,1,2,2,2-pentafluoroethanesulfinimidamide 
• 1045821-74-6 N-[(pentafluoroethyl)thio]aniline 
• 1045821-58-6 N-[(pentafluoroethyl)thio]-1-phenylmethanamine 
• 1400701-98-5 methyl 4-(2,2,3,3,3-pentafluoro-1-hydroxy-1-methylpropyl)benzoate 
• 112754-17-3 1-bromo-2-(perfluoroethyl)benzene 
• 1355157-49-1 4-bromo-2-fluoro-1-(pentafluoroethyl)benzene 
• 1357504-33-6 1-methylsulfanyl-2-phenyl-1-(trifluoromethylsulfanyl)propene 
• 1357504-26-7 1-methylsulfanyl-2-phenyl-1-(trifluoromethylsulfanyl)propene 
• 1357504-42-7 1-methylsulfanyl-1-pentafluoroethylsulfanyl-2-phenylbut-1-ene 

Relevant articles and documents

Structural Characterization of Hydro-, Chloro- and Fluoroorganylsilanes with Substituents of Varying Electron Withdrawing Character

We report on the molecular structure of trimethylsilanes Si(CH3)3X in which the substituents X, namely (Z)-pentafluoropropen-1-yl, trifluoropropyn-1-yl, pentafluoroethyl, trifluorovinyl, vinyl, propyn-1-yl, di- and trichloromethyl, display electron withdrawing effects of varying strength. The lengths of the bonds between the silicon and the carbon atoms of X correlate with the hybridization of the respective orbitals and the steric demand of X rather than with the electron withdrawing capability. In case of chlorinated substituents dispersion effects seem to shorten the Si?C bond. Furthermore, a route for generating trifluoropropyn-1-yllithium from the cryogen 2,3,3,3-tetrafluoropropene (HFO-1234yf) and n-butyllithium is described. Tetrafluoropropen-1-yllithium is slowly formed at ?80 °C but even at this temperature spontaneous elimination of LiF occurs. Deprotonation of the formed 3,3,3-trifluoropropyne requires temperatures of above ?60 °C leading to trifluoropropyn-1-yllithium which appears as relatively stable at room temperature.

NOVEL AROMATIC COMPOUNDS

The present invention comprises novel aromatic molecules, which can be used in the treatment of pathological conditions, such as cancer, skin diseases, muscle disorders, and immune system-related disorders such as disorders of the hematopoietic system including the hematologic system in human and veterinary medicine.

The synthesis of tris(perfluoroalkyl)phosphines

Tris(perfluoroalkyl)phosphines, of interest as turtable alternatives to the carbon monoxide ligand, can be synthesised by the nucleophile mediated reaction of perfluoroalkyltrimethylsilanes with triphenylphosphite; the method can be extended to diphosphines. The Royal Society of Chemistry 2005.