13132-25-7

Basic information

• Product Name: 4-TRIMETHYLSILYLPHENOL
• Synonyms: 4-TRIMETHYLSILYLPHENOL;Phenol,4-(trimethylsilyl)-
• CAS NO: 13132-25-7
• Molecular Formula: C₉H₁₄OSi
• Molecular Weight: 166.29506
• Mol File: 13132-25-7.mol

Chemical Properties

• Melting Point: 74 °C
• Boiling Point: 230.7 °C at 760 mmHg
• Flash Point: 93.3 °C
• Appearance: /
• Density: 0.96 g/cm³
• Vapor Pressure: 0.0429mmHg at 25°C
• Refractive Index: 1.503
• PKA: 9.51±0.13(Predicted)
• CAS DataBase Reference: 4-TRIMETHYLSILYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TRIMETHYLSILYLPHENOL(13132-25-7)
• EPA Substance Registry System: 4-TRIMETHYLSILYLPHENOL(13132-25-7)

Safety Data

• Hazardous Substances Data: 13132-25-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-TRIMETHYLSILYLPHENOL is used as an intermediate in the synthesis of various organic and organosilicon compounds. Its presence allows for the formation of new chemical bonds and the creation of a wide range of products with different functionalities.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-TRIMETHYLSILYLPHENOL is used as a building block for the development of new drugs. Its unique structure can be utilized to design and synthesize pharmaceutical compounds with specific therapeutic properties.
Used in Material Science:
4-TRIMETHYLSILYLPHENOL is used as a component in the development of advanced materials, such as polymers and coatings. Its incorporation can enhance the properties of these materials, making them more suitable for specific applications.
Used in Analytical Chemistry:
In analytical chemistry, 4-TRIMETHYLSILYLPHENOL is used as a derivatizing agent for the analysis of various compounds. Its ability to react with specific functional groups allows for the detection and quantification of target molecules in complex samples.

InChI:InChI=1/C9H14OSi/c1-11(2,3)9-6-4-8(10)5-7-9/h4-7,10H,1-3H3

Upstream product

• 18036-81-2 trimethyl-(4-trimethylsilanyloxy-phenyl)-silane 
• 17878-44-3 (4-bromophenoxy)trimethylsilane 
• 768-33-2 phenyldimethylsilyl chloride 
• 143106-12-1 tert-butyldimethyl(4-trimethylsilylphenoxy)silane 
• 75-77-4 chloro-trimethyl-silane 
• 106-41-2 4-bromo-phenol 
• 17005-59-3 4-chlorophenoxytrimethylsilane 
• 877-68-9 4-trimethylsilylanisole 
• 106-48-9 4-chloro-phenol 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 123-30-8 4-amino-phenol 
• 104-94-9 4-methoxy-aniline 
• 853-38-3 1-(4-hydroxyphenyl)-2,5-diphenyl-1H-pyrrole 
• 855-31-2 1-(4-methoxyphenyl)-2,5-diphenyl-1H-pyrrole 

Downstream Products

• 17887-64-8 2-hydroxy-5-trimethylsilanyl-benzaldehyde 
• 18001-11-1 p-(Trimethylsilyl)phenyl Acetate 
• 74027-96-6 Dimethyl-phenyl-(4-trimethylsilyl-phenoxy)-silan 
• 108-95-2 phenol 
• 798553-21-6 4-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 7452-94-0 (trans)-4-(trimethylsilyl)cyclohexanol 
• 7450-05-7 cis-4-(trimethylsilyl)cyclohexanol 
• 126485-79-8 N-(2-Dimethylamino-ethyl)-2-(4-iodo-phenoxy)-acetamide; hydrochloride 
• 126485-77-6 (4-Iodo-phenoxy)-acetic acid 2-dimethylamino-1-methyl-ethyl ester; hydrochloride 
• 93475-91-3 (4-Iodo-phenoxy)-acetic acid 2-dimethylamino-ethyl ester; hydrochloride 
• 126485-82-3 N'-[2-(4-Iodo-phenoxy)-ethyl]-N,N-dimethyl-ethane-1,2-diamine; hydrochloride 
• 126485-65-2 (4-Trimethylsilanyl-phenoxy)-acetic acid 2-dimethylamino-1-methyl-ethyl ester 
• 126485-66-3 (4-Trimethylsilanyl-phenoxy)-acetic acid 2-dimethylamino-1,1-dimethyl-ethyl ester 
• 126485-67-4 N-(2-Dimethylamino-ethyl)-2-(4-trimethylsilanyl-phenoxy)-acetamide 

Relevant articles and documents

A convenient method for the protodesilylation of aryltrimethylsilanes

A mild and highly effective procedure for the removal of aromatic trimethylsilyl groups involving treatment of ArSiMe3 with Me3SiCl, KI and H2O in acetonitrile, is reported.

Palladium-catalyzed silylation of aryl chlorides with hexamethyldisilane

A method for the palladium-catalyzed silylation of aryl chlorides has been developed. The method affords desired product in good yield, is tolerant of a variety of functional groups, and provides access to a wide variety of aryltrimethylsilanes from commercially available aryl chlorides. Additionally, a one-pot procedure that converts aryl chlorides into aryl iodides has been developed.

Generation of Aryllithium Reagents from N -Arylpyrroles Using Lithium

Treatment of 1-aryl-2,5-diphenylpyrroles with lithium powder in tetrahydrofuran at 0 °C results in the generation of the corresponding aryllithium reagents through reductive C-N bond cleavage.

Expanding the Chemical Space of Succinate Dehydrogenase Inhibitors via the Carbon-Silicon Switch Strategy

The carbon-silicon switch strategy has become a key technique for structural optimization of drugs to widen the chemical space, increase drug activity against targeted proteins, and generate novel and patentable lead compounds. Flubeneteram, targeting succinate dehydrogenase (SDH), is a promising fungicide candidate recently developed in China. We describe the synthesis of novel SDH inhibitors with enhanced fungicidal activity to enlarge the chemical space of flubeneteram by employing the C-Si switch strategy. Several of the thus formed flubeneteram-silyl derivatives exhibited improved fungicidal activity against porcine SDH compared with the lead compound flubeneteram and the positive controls. Disease control experiments conducted in a greenhouse showed that trimethyl-silyl-substituted compound W2 showed comparable and even higher fungicidal activities compared to benzovindiflupyr and flubeneteram, respectively, even with a low concentration of 0.19 mg/L for soybean rust control. Furthermore, compound W2 encouragingly performed slightly better control than azoxystrobin and was less active than benzovindiflupyr at the concentration of 100 mg/L against soybean rust in field trials. The computational results showed that the silyl-substituted phenyl moiety in W2 could form strong van der Waals (VDW) interactions with SDH. Our results indicate that the C-Si switch strategy is an effective method for the development of novel SDH inhibitors.

Method for preparing alcohol and phenol through aerobic hydroxylation reaction of boric acid derivative in absence of photocatalyst

The invention discloses a method for preparing alcohol and phenol through aerobic hydroxylation reaction of a boric acid derivative in the absence of a photocatalyst, wherein the boric acid derivativeis aryl boronic acid or alkyl boronic acid, and the corresponding target compounds are respectively a phenol-based compound and an alcohol-based compound. According to the method, by using a boric acid derivative as a reaction substrate, an additive is added under a solvent condition, and a hydroxylation reaction is performed under aerobic and illumination conditions to obtain a corresponding target compound. According to the invention, the new strategy is provided for the synthesis of phenols through aerobic hydroxylation of aryl boronic acid without a photocatalyst; the catalyst-free aerobic hydroxylation method for photocatalysis of aryl boronic acid or alkyl boronic acid by using triethylamine as an additive is firstly disclosed; and the new method has advantages of photocatalyst-freecondition, wide substrate range and good functional group compatibility.

SILICON-CONTAINING COMPOUND, LIQUID-CRYSTAL COMPOSITION AND LIQUID-CRYSTAL DISPLAY USING THE SAME

A silicon-containing compound, liquid-crystal composition and a liquid-crystal display using the silicon-containing compound are provided. The silicon-containing compound has a structure represented by Formula (I): wherein K, R1, A1,

Photoinduced hydroxylation of arylboronic acids with molecular oxygen under photocatalyst-free conditions

Photoinduced hydroxylation of boronic acids with molecular oxygen under photocatalyst-free conditions is reported, providing a green entry to a variety of phenols and aliphatic alcohols in a highly concise fashion. This new protocol features photocatalyst-free conditions, wide substrate scope and excellent functional group compatibility.

C70 Fullerene-Catalyzed Metal-Free Photocatalytic ipso-Hydroxylation of Aryl Boronic Acids: Synthesis of Phenols

A metal-free C70 fullerene-catalyzed method has been developed for the ipso-hydroxylation of aryl and heteroaryl boronic acids to corresponding phenols under photocatalytic conditions. The reaction proceeds under oxygen atmosphere and the mechanistic study revealed that C70 plays a critical role in the generation of reactive oxygen species in the presence of blue light. Reactions in the presence of 18O-labelled water and oxygen confirmed the generation of reactive oxygen species from oxygen molecule. Amine used as a reductant could be recovered in the form of imine. The current method is also applicable to the synthesis of aryl ethers in one-pot two-step process. (Figure presented.).

Oxidative 1,2-Difunctionalization of Ethylene via Gold-Catalyzed Oxyarylation

Under the conditions of oxidative gold catalysis, exposure of ethylene to aryl silanes and alcohols generates products of 1,2-oxyarylation. This provides a rare example of a process that allows catalytic differential 1,2-difunctionalization of this feedstock chemical.

Phosphamide nucleosides compound, pharmaceutically acceptable salt and application thereof, and pharmaceutical composition

The invention provides a phosphamide nucleosides compound as shown in a formula (I). Compared with the prior art, the phosphamide nucleosides compound has the advantages that the phosphamide nucleosides compound has antiviral activity which is remarkably higher than that of TAF on aspects of HIV resisting and hepatitis B resisting; the HIV resisting activity of some compounds is about 10 times higher than that of the TAF, and the hepatitis B resisting activity of the same compounds is also 2-5 times higher than that of the TAF; moreover, the phosphamide nucleosides compound has stable chemical properties and is difficult to hydrolyze by hydrolytic enzymes; compared with the TAF, the phosphamide nucleosides compound has superiority on aspect of toxicity and especially renal toxicity, and patients suffering from HIV and/or HBV can be effectively treated by the compound or isomer thereof at a low clinic dosage.