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
• Article Data: 20

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

General Description

4-Trimethylsilylbenzaldehyde is a chemical compound with the molecular formula C10H14OSi. It is a benzaldehyde derivative with a trimethylsilyl functional group attached to the aromatic ring. It is commonly used as a reagent in organic synthesis and as a building block for the construction of various organic molecules. 4-TRIMETHYLSILYLBENZALDEHYDE is known for its use in the preparation of diverse pharmaceuticals, agrochemicals, and organic materials. It is also used in the production of fragrances, flavors, and other fine chemicals. Additionally, 4-Trimethylsilylbenzaldehyde has been studied for its potential use in the development of new materials and as a precursor in the synthesis of biologically active compounds.

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 
• 222400-78-4 4-(2'-heptamethyltrisilanyl)benzonitrile 
• 180143-70-8 (4-[1,3]Dioxolan-2-yl-phenyl)-trimethyl-silane 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 1122-91-4 4-bromo-benzaldehyde 
• 106-37-6 1.4-dibromobenzene 
• 10602-01-4 p-bromobenzaldehyde 1,3-dioxolane 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 15290-29-6 4-(trimethylsilyl)benzoic acid 
• 185411-99-8 4-[(E)-2-(4-Trimethylsilanyl-phenyl)-vinyl]-benzonitrile 
• 849186-16-9 [4-(2,2-dibromo-vinyl)-phenyl]-trimethyl-silane 
• 5112-69-6 (+/-)-2-Amino-1-(4-trimethylsilyl-phenyl)-propan 
• 1234715-00-4 C₂₁H₂₁NO₄ 
• 1173705-85-5 ethyl 2-azido-3-(4-trimethylsilylphenyl)propenoate 

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, 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.

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.

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