70531-02-1

Basic information

• Product Name: 1-PHENYL-2-TRIMETHOXY SILYL ETHENE
• Synonyms: 1-PHENYL-2-TRIMETHOXY SILYL ETHENE;(E)-1-Phenyl-2-trimethoxysilylethene;trimethoxy-[(E)-2-phenylethenyl]silane
• CAS NO: 70531-02-1
• Molecular Formula: C₁₁H₁₆O₃Si
• Molecular Weight: 224.33
• Mol File: 70531-02-1.mol

Chemical Properties

• Boiling Point: 102 °C
• Flash Point: 104.477 °C
• Appearance: /
• Density: 1.064
• Vapor Pressure: 0.035mmHg at 25°C
• Refractive Index: 1.511
• CAS DataBase Reference: 1-PHENYL-2-TRIMETHOXY SILYL ETHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-2-TRIMETHOXY SILYL ETHENE(70531-02-1)
• EPA Substance Registry System: 1-PHENYL-2-TRIMETHOXY SILYL ETHENE(70531-02-1)

Safety Data

• Hazardous Substances Data: 70531-02-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-PHENYL-2-TRIMETHOXY SILYL ETHENE is used as a reagent for the preparation of various organic compounds and materials. Its unique structure allows it to participate in a variety of chemical reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Cross-Coupling Reactions:
In cross-coupling reactions, 1-PHENYL-2-TRIMETHOXY SILYL ETHENE serves as a key intermediate, facilitating the formation of new carbon-carbon bonds. This property is particularly useful in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Polymerization:
1-PHENYL-2-TRIMETHOXY SILYL ETHENE is also utilized in polymerization processes, where it contributes to the formation of polymers with specific properties. These polymers can be used in various industries, such as plastics, coatings, and adhesives.
Used in the Production of Functionalized Materials:
1-PHENYL-2-TRIMETHOXY SILYL ETHENE is employed in the synthesis of functionalized materials, which possess tailored properties for specific applications. These materials can be used in high-tech industries, such as electronics, where they can serve as components in devices or contribute to improved performance.
Used in the Development of Novel Chemical Processes:
1-PHENYL-2-TRIMETHOXY SILYL ETHENE plays a role in the research and development of new chemical processes, where it can be used to explore innovative synthetic routes and improve existing ones. This contributes to the advancement of organic chemistry and the discovery of new compounds with potential applications in various fields.

InChI:InChI=1/C11H16O3Si/c1-12-15(13-2,14-3)10-9-11-7-5-4-6-8-11/h4-10H,1-3H3/b10-9+

Upstream product

• 100-42-5 styrene 
• 2768-02-7 (vinyl)trimethoxylsilane 
• 2487-90-3 trimethoxysilane 
• 536-74-3 phenylacetylene 
• 67-56-1 methanol 
• 1199-94-6 β-(trichlorosilyl)styrene 
• 3412-59-7 (E)-1-phenyl-2-trichlorosilylethene 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 4714-25-4 2-nitrostilbene 
• 153110-21-5 3-((E/Z)-2-phenylethenyl)cyclopentanone 
• 1016627-93-2 (E)-2,6-di-tert-butyl-4-methylphenyl 2-styrylhexanoate 
• 1016627-81-8 (E)-2,6-di-tert-butyl-4-methylphenyl 2-styrylhexanoate 
• 125656-11-3 l-1,2-dibromo-1-(trimethoxysilyl)-2-phenylethane 
• 125656-11-3 u-1,2-dibromo-1-(trimethoxysilyl)-2-phenylethane 
• 63330-91-6 (E)-1-(2-phenylethenyl)-2,8,9-trioxa-5-aza-1-silabicyclo<3.3.3>undecane 

Relevant articles and documents

Heterogeneous hydrosilylation reaction catalysed by platinum complexes immobilized on bipyridine-periodic mesoporous organosilicas

The utility of a bipyridine periodic mesoporous organosilica, BPy-PMO, as a support material of a hydrosilylation catalyst was investigated in the hydrosilylation of phenylacetylene with trimethoxysilane. [PtMe2(BPy-PMO)] (1) exhibited a modera

Highly β(Z)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by Thiolate-Bridged Dirhodium Complexes

A series of novel monothiolate-bridged dirhodium complexes, [Cp Rh(μ-SR)(μ-Cl)2RhCp ][BF4] {Cp? = ??5-C5Me5, R = tertiary butyl (tBu), 1a; R = ferrocenyl (Fc), 1b; R = adamantyl (Ad), 1c} were designed and successfully synthesized, which can smoothly facilitate highly regioselective and stereoselective hydrosilylation of terminal alkynes to afford β(Z) vinylsilanes with good functional group compatibility. Furthermore, the hydride bridged dirhodium complex [Cp Rh(μ-StBu)(μ-Cl)(μ-H)RhCp ][BF4] (5) as a potential intermediate was obtained by the reaction of 1a with excess HSiEt3.

Hydrosilylation of alkynes catalysed by platinum on titania

The heterogeneous hydrosilylation of alkynes catalysed by platinum on titania is reported. A variety of hydrosilanes react with both terminal and internal alkynes to furnish the corresponding vinyl silanes in high yields and short reaction times as well as in a regio- and stereoselective manner. The catalyst can be easily recovered and reused in several consecutive cycles.

Novel immobilized hydrosilylation catalysts based on rhodium 1,3-bis(2,4,6-trimethylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidenes

The reactivity of a well defined Rh (I) complex, i.e. Rh(CF 3COO)(NHC)(COD) (1, NHC = 1,3-bis(2,4,6-trimethylphenyl)-3,4,5,6- tetrahydropyrimidin-2-ylidene, COD = η4-cycloocta-1,5-diene) in the hydrosilylation of 1-alkenes, alkynes,

The effect of substituents at silicon on the cross-metathesis of trisubstituted vinylsilanes with olefins

Efficient cross-metathesis of vinylsilanes, carrying a large spectrum of different substituents at silicon, with various olefins in the presence of the first and second generation Grubbs catalyst and Hoveyda-Grubbs catalyst is described. On the basis of the results of equimolar reactions of vinylsilanes with ruthenium alkylidene complexes and experiments with deuterium-labelled reagents, a general, metallacarbene mechanism for the cross-metathesis of trisubstituted vinylsilanes with olefins has been suggested. Reaction was proved to be a valuable method for synthesis of unsaturated organosilicon derivatives.

Cross-coupling reaction of pentacoordinate alkenylsilicates with organic halides and triflates catalyzed by a palladium complex

Isolated pentacoordinate alkoxy-substituted alkenylsilicates, are readily prepared by mixing alkenyltrialkoxysilane, catechol and triethylamine at room temperature.Cross-coupling reactions of these alkenylsilicates with organic halides or triflates are catalyzed by a palladium complex and proceed very smoothly and cleanly to give the corresponding alkenes.The cross-coupling reactions could be also attained by a one pot operation without isolation of pentacoordinate organosilicates.The mechanism of this cross-coupling reaction is also described here. alkoxy-substituted alkenylsilicate / pentacoordinate silicate / cross-coupling / palladium catalyst / aryl halide / aryl triflate / styrene derivative / 1,3-diene

The β-Effect: Changing the Ligands on Silicon

The ability of a silyl group to stabilize a carbocation β to silicon, the β-effect, is directly related to the electron-withdrawing ability of the groups on silicon.This was shown by using the degree of syn addition of bromine to (E)-β-silylstyrenes as a

An Examination of the β-Effect in an Addition Reaction with Different Ligands on Silicon

The degree of cis-addition of bromine to a series of β-silylstyrenes may be used to compare the ability of silicon atoms bearing a variety of different ligands to stabilize a β-carbocation.