20083-07-2

Basic information

• Product Name: trimethyl(2,3,5,6-tetrafluorophenyl)silane
• CAS NO: 20083-07-2
• Molecular Formula: C₉H₁₀F₄Si
• Molecular Weight: 222.2548
• Mol File: 20083-07-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 136.9°C at 760 mmHg
• Flash Point: 36.6°C
• Density: 1.14g/cm³
• Vapor Pressure: 8.96mmHg at 25°C
• Refractive Index: 1.427
• CAS DataBase Reference: trimethyl(2,3,5,6-tetrafluorophenyl)silane(CAS DataBase Reference)
• NIST Chemistry Reference: trimethyl(2,3,5,6-tetrafluorophenyl)silane(20083-07-2)
• EPA Substance Registry System: trimethyl(2,3,5,6-tetrafluorophenyl)silane(20083-07-2)

Safety Data

• Hazardous Substances Data: 20083-07-2(Hazardous Substances Data)

Usage

General Description

Trimethyl(2,3,5,6-tetrafluorophenyl)silane is a chemical compound with the molecular formula C9H9F4Si. It is a colorless liquid that is highly reactive and is used as a precursor for the synthesis of various organosilicon compounds. This chemical is commonly employed as a cross-coupling agent in organic synthesis reactions, particularly in the formation of carbon-carbon bonds. Additionally, trimethyl(2,3,5,6-tetrafluorophenyl)silane is known for its strong electron-withdrawing properties due to the presence of fluorine atoms on the phenyl ring, making it useful in the development of materials with specific properties. Overall, this compound plays a crucial role in the field of organometallic chemistry and materials science.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 1559-88-2 1-bromo-2,3,5,6-tetrafluorobenzene 
• 344-03-6 1,4-dibromotetrafluorobenzene 
• 5243-24-3 3-iodo-1,2,4,5-tetrafluorobenzene 
• 327-54-8 1,2,4,5-Tetrafluorobenzene 
• 754-05-2 ethenyltrimethylsilane 
• 1206-46-8 trimethyl(pentafluorophenyl)silane 

Downstream Products

• 120820-42-0 1-(2,3,5,6-tetrafluorophenyl)-1-phenylmethanol 
• 327-54-8 1,2,4,5-Tetrafluorobenzene 
• 2262-05-7 (p-HC₆F₄)2Hg 
• 120820-46-4 1-(2,3,5,6-tetrafluorophenyl)-1-undecanol 

Relevant articles and documents

Diazaphospholene-Catalyzed Hydrodefluorination of Polyfluoroarenes with Phenylsilane via Concerted Nucleophilic Aromatic Substitution

The metal-free catalytic C-F bond activation of polyfluoroarenes was achieved with diazaphospholene as the catalyst and phenylsilane as the terminal reductant. Density functional theory calculations suggested a concerted nucleophilic aromatic substitution mechanism.

Reactions of polyfluoroaromatic compounds with electrophilic agents in the presence of tris(dialkylamino)phosphine: 6. * Reactions of halogenotetrafluorobenzenes RC6F4X (X = Cl, Br, or I) with chlorotrimethylsilane

The rate of replacement of the halogen atom in isomers of RC6F4X (X = Cl, Br, or I) by the SiMe3 group under the action of Me3SiCl and P(NEt2)3 depends on the nature and the mutual arrangement of the substituents X and R. In addition to silyldehalogenation, compounds C6HF4X (X = Br or I) undergo silyldeprotonation and reduction to tetrafluorobenzenes.

Fluoride Ion-Catalyzed Generation and Carbonyl Addition of α-Halo Carbanions Derived from α-Halo Organosilicon Compounds

The title carbanion species are generated from the corresponding α-haloorganosilicon compounds by the action of a catalytic amount of tris(diethylamino)sulfonium difluorotrimethylsilicate and are found to undergo addition to aldehyde carbonyl efficiently at ambient temperature.The synthetic potential of the reaction is demonstrated by application to the synthesis of some insecticides.