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
• Article Data: 17

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

Description

4-TRIMETHYLSILYLPHENOL is an organosilicon compound that features a phenol molecule with a trimethylsilyl group attached at the 4th position. This unique structure endows it with specific chemical properties and potential applications in various fields.

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 
• 143106-12-1 tert-butyldimethyl(4-trimethylsilylphenoxy)silane 
• 75-77-4 chloro-trimethyl-silane 
• 106-41-2 4-bromo-phenol 
• 855-31-2 1-(4-methoxyphenyl)-2,5-diphenyl-1H-pyrrole 
• 853-38-3 1-(4-hydroxyphenyl)-2,5-diphenyl-1H-pyrrole 
• 104-94-9 4-methoxy-aniline 
• 123-30-8 4-amino-phenol 
• 67963-68-2 t-butyldimethylsilyl-4-bromophenol 
• 877-68-9 4-trimethylsilylanisole 
• 106-48-9 4-chloro-phenol 
• 17005-59-3 4-chlorophenoxytrimethylsilane 
• 17878-44-3 (4-bromophenoxy)trimethylsilane 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 

Downstream Products

• 17887-64-8 2-hydroxy-5-trimethylsilanyl-benzaldehyde 
• 18848-95-8 phosphoric acid tris-(4-trimethylsilanyl-phenyl ester) 
• 7450-05-7 cis-4-(trimethylsilyl)cyclohexanol 
• 18001-11-1 p-(Trimethylsilyl)phenyl Acetate 
• 17961-97-6 phosphoric acid dimethyl ester-(4-trimethylsilanyl-phenyl ester) 
• 74027-96-6 Dimethyl-phenyl-(4-trimethylsilyl-phenoxy)-silan 
• 7452-94-0 (trans)-4-(trimethylsilyl)cyclohexanol 
• 1418117-88-0 4-(trimethylsilyl)phenyl pivalate 
• 1379761-65-5 4-(trimethylsilyl)phenyl mesylate 
• 1379761-52-0 C₂₂H₂₂O₄S 
• 1379761-42-8 C₂₅H₂₃NO₆S 
• 1259290-88-4 C₁₂H₁₈OSi 
• 195141-02-7 C₁₆H₂₀OSi 

Relevant articles and documents

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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.

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.

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.