1012-12-0

Basic information

• Product Name: 4-(TRIMETHYLSILOXY)BENZALDEHYDE
• Synonyms: 4-(TRIMETHYLSILOXY)BENZALDEHYDE;4-(TRIMETHYLSILYLOXY)BENZALDEHYDE;Trimethylsilyloxybenzaldehyde;p-[(trimethylsilyl)oxy]benzaldehyde;4-(Trimethylsilyloxy)benzaldehyde 97%;(4-Formylphenoxy)trimethylsilane;4-[(Trimethylsilyl)oxy]benzaldehyde97%
• CAS NO: 1012-12-0
• Molecular Formula: C₁₀H₁₄O₂Si
• Molecular Weight: 194.3
• EINECS: 213-789-3
• Mol File: 1012-12-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 124 °C
• Flash Point: 83-84°C/3mm
• Appearance: Light yellow powder
• Density: 1.518
• Vapor Pressure: 0.0654mmHg at 25°C
• Refractive Index: 1.5180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Air & Moisture Sensitive
• BRN: 2085051
• CAS DataBase Reference: 4-(TRIMETHYLSILOXY)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(TRIMETHYLSILOXY)BENZALDEHYDE(1012-12-0)
• EPA Substance Registry System: 4-(TRIMETHYLSILOXY)BENZALDEHYDE(1012-12-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36/37/39
• TSCA: No
• Hazardous Substances Data: 1012-12-0(Hazardous Substances Data)

Usage

General Description

4-(Trimethylsiloxy)benzaldehyde, also known as 4-Formylphenyl trimethylsilane, is a chemical compound that falls under the category of organosilicon compounds. This specific compound has many uses in the field of synthetic chemistry where it often serves as a useful building block. Its molecular formula is C11H16O2Si and its molecular weight is 212.33 g/mol. Like all benzaldehydes, the chemical structure of this substance contains a benzene ring, hence the name implying its derivative nature from the fundamental benzaldehyde.

InChI:InChI=1/C10H14O2Si/c1-13(2,3)12-10-6-4-9(8-11)5-7-10/h4-8H,1-3H3

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 79302-32-2 (4-trimethylsilanyloxy-phenyl)-acetic acid 
• 24589-78-4 N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 61488-89-9 4-[hydroxy-(4-vinyl-phenyl)-methyl]-phenol 
• 933986-82-4 (E)-4-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl]phenol 
• 6554-98-9 trans-4-Hydroxystilbene 
• 3839-46-1 (Z)-1-(4-hydroxyphenyl)-2-phenylethene 
• 22349-44-6 C₁₇H₂₀OSi 
• 537-42-8 3,5-dimethoxy-4'-hydroxy-trans-stilbene 
• 441351-32-2 (Z)-4-hydroxy-3',5'-dimethoxystilbene 
• 1375005-00-7 (Z)-4-bromo-4'-hydroxystilbene 
• 16807-63-9 (E)-4-<2-(4-bromophenyl)ethenyl> phenol 
• 65819-34-3 (E)-4-hydroxy-4'-methoxystilbene 
• 1375004-99-1 (Z)-4-hydroxy-4'-methoxystilbene 
• 1375005-04-1 (E)-4-((2-hydroxyethyl)oxy)-4'-bromostilbene 
• 1375005-03-0 (E)-4-((2-hydroxyethyl)oxy)-3',5'-dimethoxystilbene 
• 1375005-02-9 (E)-4-((2-hydroxyethyl)oxy)-4'-methoxystilbene 

Relevant articles and documents

Substituent Effects on the Enantioselective Hydrocyanation of Aryl Aldehydes

A detailed study of the dipeptide catalysed enantioselective hydrocyanation of a series of O-substituted 4-hydroxybenzaldehydes has shown that adverse steric effects can occur leading to low enantiomeric excess (e.e.) values when the substituent is long and flexible.Similar hydrocyanation of several derivatives of 3,4-dihydroxybenzaldehydes have been shown to give very variable values of e.e.Hydrocyanation of 3,5-dimethoxy and 3,4,5-trimethoxybenzaldehyde consistently gave low values of e.e.

Syntheses of polyfunctionalized resveratrol derivatives using Wittig and Heck protocols

Improved protocols for Wittig reaction and palladium-catalyzed Heck coupling give expedient access to a series of unprecedented polyfunctionalized artificial-resveratrol derivatives. In the modified Wittig protocol, trimethylsilyl was used as a highly valuable protective group of the phenolic functions of starting aromatic materials. A clean O-alkylation of hydroxylated stilbenes with ethylene carbonate was also conducted. Thus, Wittig reaction followed by hydroxyethylation take place one-pot with only carbon dioxide as waste. Additionally, a palladium-catalyzed Heck coupling strategy was developed by using ferrocenyl phosphane ligands, and multi-functionalized hydroxylated stilbenes were obtained without the need of any protection/deprotection sequence. Up to six functional groups are introduced by these procedures, which limit the number of reactions steps, the waste toxicity, and the use of costly reagents.

Chromophoric photocrosslinking compound

A photoactive compound that is the reaction product of an alkenyl azlactone compound and a nucleophilic aromatic ketone is described. Mer units derived from this compound can be used, for example, to crosslink via a hydrogen abstracting mechanism acrylic polymers in which they are incorporated.