2199-32-8

Basic information

• Product Name: 4-TRIMETHYLSILYLBENZALDEHYDE
• Synonyms: 4-TRIMETHYLSILYLBENZALDEHYDE;Benzaldehyde, 4-(trimethylsilyl)-
• CAS NO: 2199-32-8
• Molecular Formula: C₁₀H₁₄OSi
• Molecular Weight: 178.3
• Product Categories: Aryl;Organosilane
• Mol File: 2199-32-8.mol

Chemical Properties

• Melting Point: 109-110 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 119 °C(Press: 15 Torr)
• Appearance: /
• Density: 0.9960 g/cm3(Temp: 425 °C)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-TRIMETHYLSILYLBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TRIMETHYLSILYLBENZALDEHYDE(2199-32-8)
• EPA Substance Registry System: 4-TRIMETHYLSILYLBENZALDEHYDE(2199-32-8)

Safety Data

• Hazardous Substances Data: 2199-32-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Trimethylsilylbenzaldehyde is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Trimethylsilylbenzaldehyde serves as a precursor in the production of agrochemicals, contributing to the development of effective pest control agents and other agricultural products.
Used in Organic Material Production:
4-TRIMETHYLSILYLBENZALDEHYDE is employed as a building block in the construction of organic materials, which have applications in various industries, including electronics, plastics, and coatings.
Used in Fragrance and Flavor Industry:
4-Trimethylsilylbenzaldehyde is used as a starting material in the production of fragrances and flavors, adding unique scents and tastes to various consumer products.
Used in Material Science Research:
4-TRIMETHYLSILYLBENZALDEHYDE has been studied for its potential use in the development of new materials, including those with enhanced properties for specific applications.
Used in Synthesis of Biologically Active Compounds:
4-Trimethylsilylbenzaldehyde also acts as a precursor in the synthesis of biologically active compounds, which may have potential applications in medicine and other fields.

Upstream product

• 17903-42-3 (4-(bromomethyl)phenyl)trimethylsilane 
• 17964-59-9 (4-dibromomethyl-phenyl)-trimethyl-silane 
• 109-94-4 formic acid ethyl ester 
• 17878-43-2 [4-(trimethylsilyl)phenyl]magnesium bromide 
• 70761-25-0 bis peroxydicarbonate 
• 6999-03-7 1-bromo-4-(trimethylsilyl)benzene 
• 68-12-2 N,N-dimethyl-formamide 
• 180143-70-8 (4-[1,3]Dioxolan-2-yl-phenyl)-trimethyl-silane 
• 106-37-6 1.4-dibromobenzene 
• 10602-01-4 p-bromobenzaldehyde 1,3-dioxolane 
• 1122-91-4 4-bromo-benzaldehyde 
• 17921-68-5 (4-cyanophenyl)trimethylsilane 
• 3728-43-6 p-(trimethylsilyl)toluene 
• 22480-64-4 4-bromophenyllithium 

Downstream Products

• 1009-43-4 4-(trimethylsilyl)styrene 

Relevant articles and documents

Enhancement in the gas permeabilities of novel polysulfones with pendant 4-trimethylsilyl-α-hydroxylbenzyl substituents

A series of modified polymers with 4-trimethylsilyl-α-hydroxylbenzyl (HBTMS) substituents were made as new materials for membrane gas separation. HBTMS was introduced onto polysulfone (PSf), tetramethylpolysulfone (TMPSf), and hexafluoropolysulfone (6FPSf

Design of novel luminescent porphyrins bearing donor-acceptor groups

In this work, we report the synthesis and characterization of a novel series of porphyrins, some of them bearing donor-acceptor groups. meso-substituted free-base porphyrins:5-(4-amino-phenyl)-10,15,20- triphenylporphyrin (TPPNH2) and 5-(4-acet

Preparation method for synthesizing aryl aldehyde compounds by reducing aryl secondary amide or aryl secondary amide derivative through phenylsilane

The invention provides a preparation method for synthesizing aryl aldehyde compounds by reducing an aryl secondary amide or aryl secondary amide derivative through phenylsilane. In an inert atmosphere, the aryl secondary amide or an aryl secondary amide derivative is used as a raw material, phenylsilane is used as a reducing agent, 1, 4-dioxane or tetrahydrofuran or diethyl ether is used as a solvent, under the action of isopropyl magnesium chloride, a reaction is performed for 12-48 h at 40-70 DEG C, quenching, separating and purification are performed after the reaction is completed, and the aryl aldehyde product is obtained. The whole preparation process realizes one-step conversion from aryl secondary amide to aryl aldehyde, has the advantages of low cost, mild reaction conditions and high reaction yield, and avoids the use of high-temperature harsh conditions and high-cost noble metal catalysts.

Metal- And additive-free C-H oxygenation of alkylarenes by visible-light photoredox catalysis

A metal- and additive-free methodology for the highly selective, photocatalyzed C-H oxygenation of alkylarenes under air to the corresponding carbonyls is presented. The process is catalyzed by an imide-acridinium that forms an extremely strong photooxidant upon visible light irradiation, which is able to activate inert alkylarenes such as toluene. Hence, this is an easy to perform, sustainable and environmentally friendly oxidation that provides valuable carbonyls from abundant, readily available compounds.

Design, Synthesis, and Implementation of Sodium Silylsilanolates as Silyl Transfer Reagents

There is an increasing demand for facile delivery of silyl groups onto organic bioactive molecules. One of the common methods of silylation via a transition-metal-catalyzed coupling reaction employs hydrosilane, disilane, and silylborane as major silicon sources. However, the labile nature of the reagents or harsh reaction conditions sometimes render them inadequate for the purpose. Thus, a more versatile alternative source of silyl groups has been desired. We hereby report a design, synthesis, and implementation of storable sodium silylsilanolates that can be used for the silylation of aryl halides and pseudohalides in the presence of a palladium catalyst. The developed method allows a late-stage functionalization of polyfunctionalized compounds with a variety of silyl groups. Mechanistic studies indicate that (1) a nucleophilic silanolate attacks a palladium center to afford a silylsilanolate-coordinated arylpalladium intermediate and (2) a polymeric cluster of silanolate species assists in the intramolecular migration of silyl groups, which would promote an efficient transmetalation.

Higher Carbon Analogues of 1,4-Dihydropyridines as Potent TGFβ/Smad Inhibitors

The C to Si and Ge exchange in bioactive compounds has often led to positive changes in the molecular properties, whereby Ge analogues are underrepresented. This is only possible at tetrahedral positions, and it is necessary for the analogue building bloc

Synthesis and photostability of 1,4-bis(5-phenyloxazol-2-yl)benzene (POPOP) structural isomers and their trimethylsilyl derivatives

In this work, a versatile synthetic method for preparation of linear phenyloxazoles and their organosilicon derivatives under mild conditions via a combination of van Leusen and direct C[sbnd]H arylation reactions is reported. It was used for the synthesi

Porphyrins with a carbosilane dendrimer periphery as synthetic components for supramolecular self-assembly

The preparation of the shape-persistent carbosilane-functionalized porphyrins H2TPP(4-SiRR′Me)4, Zn(ii)-TPP(4- SiRR′Me)4 (R = R′ = Me, CH2CHCH2, CH2CH2CH2OH; R = Me, R

Gold-catalyzed oxidative coupling reactions with aryltrimethylsilanes

During continuing studies with a novel oxidative gold oxyarylation reaction, arylsilanes were found to be competent coupling partners, providing further evidence for an intramolecular electrophilic aromatic substitution mechanism. While providing yields complementary to those of the previously described boronic acid methods, the use of trimethylsilanes reduces the observation of homocoupling byproducts and allows for facile intramolecular coupling reactions.

Heteroaryl carboxamide compounds

Compounds of formula I their manufacture, pharmaceutical compositions containing them and their use as medicaments.