17903-46-7

Usage

Uses

Used in Pharmaceutical Synthesis:
(Chloromethyl)(4-methoxyphenyl)dimethylsilane is used as a synthetic building block for the creation of various pharmaceutical compounds. Its unique structure allows for the efficient introduction of the 4-methoxyphenyl group into drug molecules, potentially enhancing their therapeutic properties and efficacy.
Used in Agrochemical Development:
In the agrochemical industry, (chloromethyl)(4-methoxyphenyl)dimethylsilane is utilized as a reagent for the synthesis of novel agrochemicals. The 4-methoxyphenyl group's incorporation can lead to the development of more effective and targeted pest control agents, contributing to improved crop protection strategies.
Used in Materials Science:
(Chloromethyl)(4-methoxyphenyl)dimethylsilane is employed as a key component in the development of advanced materials. Its silane functionality makes it an ideal precursor for the synthesis of silicon-based polymers and materials, which can be applied in various high-tech industries, including electronics, aerospace, and automotive.
Used in Silicon-based Polymers and Materials Preparation:
Within the field of materials science, (chloromethyl)(4-methoxyphenyl)dimethylsilane is used as a precursor for the preparation of silicon-based polymers and materials. Its unique structure facilitates the creation of new materials with enhanced properties, such as improved thermal stability, mechanical strength, and chemical resistance, suitable for a range of applications in various industries.

Upstream product

• 1719-57-9 Chloro(chloromethyl)dimethylsilane 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 119307-44-7 chloromethyl-dimethyl-(4-fluorobenzyl)silane 

Downstream Products

• 188570-29-8 (p-methoxyphenyldimethylsilyl)methyl iodide 
• 226572-39-0 ethyl 3-(p-methoxyphenyldimethylsilyl)propionate 
• 145999-21-9 1-chloro-2-(4-ethoxyphenyl)-4-(4-methoxyphenyl)-2,4-dimethyl-2,4-disilapentane 
• 106773-97-1 C₁₀H₁₆O₂Si 
• 22868-26-4 (p-methoxyphenyl)dimethylsilanol 
• 1122485-50-0 C₁₂H₁₈O₃Si 
• 1252914-10-5 C₁₅H₂₆O₂Si 
• 1252914-02-5 C₁₂H₂₀O₂Si 
• 140642-59-7 ethoxy-(4-methoxy-phenyl)-dimethyl-silane 
• 1252913-87-3 C₁₅H₂₅ClOSi 
• 152879-06-6 1-chloro-2-[(4-methoxyphenyl)dimethylsilyl]ethane 
• 37110-65-9 2-[(4-methoxyphenyl)dimethylsilyl]ethanol 
• 482636-09-9 ethyl 2-[dimethyl(4-methoxyphenyl)silyl]ethanoate 

Relevant academic research and scientific papers

The β-silicon effect. 4: Substituent effects on the solvolysis of 1-alkyl-2-(aryldimethylsilyl)ethyl trifluoroacetates

Solvolysis rates of 2-(aryldimethylsilyl)-1-methylethyl and 2-(aryldimethylsilyl)-1-tert-butylethyl trifluoroacetates were determined conductimetrically in 60% (v/v) aqueous ethanol. The effects of aryl substituents at the silicon atom on the solvolysis rates at 50 °C were correlated with σmacr; parameters of r+ = 0.15 with the Yukawa-Tsuno equation, giving ρ values of-1.5 for both secondary α-Me and α-tert-Bu systems. The ρ values for those secondary systems are less negative than-1.75 for the 2-(aryldimethylsilyl)ethyl system that proceeds by the Eaborn (non-vertical) mechanism, while they are distinctly more negative than-0.99 for 2-(aryldimethylsilyl)-1-phenylethyl system that should proceed by the Lambert (vertical) mechanism. There was a fairly linear relationship between the reaction constants (ρ) for the β-silyl substituent effects and the solvolysis reactivities for a series of β-silyl substrates. The solvolyses of the α-Me and tert-Bu substrates proceed through the transition state (TS) with an appreciable degree of the β-silyl participation, close to the Eaborn (non-vertical) TS rather than to the Lambert (vertical) TS. Copyright

A novel method for preparing silanols from silylmethanols

Various types of silylmethanols were converted into their corresponding silanols in good to excellent yield under mild oxidation conditions using TEMPO (2,2,6,6-tetramethyl-l-piperidinyloxyl). Copyright

The γ-silicon effect. I. Solvent effects on the solvolyses of 2,2- dimethyl-3-(trimethylsilyl)propyl and 3-(aryldimethylsilyl)-2,2- dimethylpropyl p-toluenesulfonates

The solvolysis rates of 2,2-dimethyl-3-(trimethylsilyl)propyl and 3- (aryldimethylsilyl)-2,2-dimethylpropyl p-toluenesulfonates were measured in a wide variety of solvents at 45 °C. The solvent effects were analyzed by using the Winstein-Grunwald equation. The solvent effects observed did not give simple linear correlations with the 2-adamantyl Y(OTs) parameter, but showed dispersion behavior in a series of binary solvents. The m values of 0.59-.67 were remarkably lower than unity for the limiting k(c) solvolysis of 2-adamantyl p-toluenesulfonate. The deviation patterns could not be interpreted in terms of nucleophilic assistance by the solvent. The dispersion behavior with reduced m values was found to be more significant for the 3-(aryldimethylsilyl) than for the 3-(trimethylsilyl) derivatives and was compatible with the delocalization of the incipient cationic charge by participation of the Si-Cγ bond in the rate-determining step. An extended dual-parameter treatment, log (k/k(80E)) = m(c)Y(OTs) + m(Δ)Y(Δ), successfully correlated such γ-silyl assisted solvolyses. The M(Δ) values of 0.24-0.49 so obtained, where M(Δ) = 0.51 m(Δ)/(m(c) +0.51 m(Δ)), are a measure of the extent of charge delocalization, suggesting that the γ-silyl group in the percaudal interaction is more effective in delocalizing the cationic charge than the alkyl group in C-C σ-participation, but less so than σ-assisted interaction by the β-aryl group.

Fungicidal (1H-1,2,4-triazolyl)disilaalkanes

This invention relates to (1H-1,2,4-triazolyl)disilaalkanes as represented by formula I, their preparation, and their use in controlling fungus diseases of living plants. STR1 wherein R1, R2, R3, R4, and R5 can be independently lower alkyl, vinyl, allyl, benzyl, or substituted phenyl such as para-fluorophenyl, para-chlorophenyl, para-enthoxyphenyl, and biphenyl.

Reduction of Halosilanes by Organotin Hydrides

A study of the reduction of halosilanes with organotin hydrides is described.The free radical chain mechanism indicated by the results obtained parallels that known for the comparable reduction of haloalkanes, but the reactivity of α-haloalkanes is considerable enhanced.Mechanistic studies suggest that the polar nature of the halogen abstraction step in the radical chain sequence, which places incremental negative charge adjacent to silicon, is the principal reason for this enhanced reactivity.Structure-reactivity studies indicat the gem-dimethylsilyl function to be an electronic transmitter.The ρ values for reduction of aryldimethyl(chloromethyl)silanes and substituted benzyl chlorides by tri-n-butyltin hydride are essentially identical (+0.45).Reduction of (chloromethyl)trimethylsiulane with aryldimethyltin hydrides, conversely, yielded a ρ value of -1.61.The reduction produced racemic product from an optically active α-chlorosilane, the synthesis of which appears to the first reported.Other syntheses of variuos halosilanes of interest are also described.The title reduction is specific for carbon-halogen bonds.Silicon-halogen bonds are not affected, a distinction that should make the reduction synthetically useful.Because the increased reactivity of α-halosilanes in the reduction has thus been ascribed to a kinetic polar effect in a critical step of the mechanism, no compelling argument for special thermodynamic stability in α-silyl radicals themselves can be made.