14091-67-9

Basic information

• Product Name: (TRIMETHYLSILYLMETHYL) ETHYL KETONE
• Synonyms: (TRIMETHYLSILYLMETHYL) ETHYL KETONE
• CAS NO: 14091-67-9
• Molecular Formula: C₇H₁₆OSi
• Molecular Weight: 144.29
• Mol File: 14091-67-9.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (TRIMETHYLSILYLMETHYL) ETHYL KETONE(CAS DataBase Reference)
• NIST Chemistry Reference: (TRIMETHYLSILYLMETHYL) ETHYL KETONE(14091-67-9)
• EPA Substance Registry System: (TRIMETHYLSILYLMETHYL) ETHYL KETONE(14091-67-9)

Safety Data

• Hazardous Substances Data: 14091-67-9(Hazardous Substances Data)

Usage

Description

(TRIMETHYLSILYLMETHYL) ETHYL KETONE, with the molecular formula C8H18OSi, is a chemical compound that features a ketone group and a trimethylsilyl group. This versatile compound is known for its distinctive fruity odor and is valued for its wide range of applications in various industries.

Uses

Used in Organic Synthesis:
(TRIMETHYLSILYLMETHYL) ETHYL KETONE is used as a reagent in organic synthesis for its ability to participate in a variety of chemical reactions due to the presence of the ketone and trimethylsilyl groups.
Used in Flavoring Agents:
In the food industry, (TRIMETHYLSILYLMETHYL) ETHYL KETONE is used as a flavoring agent, capitalizing on its unique fruity aroma to enhance the taste of certain products.
Used in Pharmaceutical Industry:
(TRIMETHYLSILYLMETHYL) ETHYL KETONE serves as a building block in the production of various pharmaceutical compounds, contributing to the development of new drugs and medications.
Used in Cosmetic Industry:
(TRIMETHYLSILYLMETHYL) ETHYL KETONE is also utilized in the cosmetic industry, where it plays a role in the formulation of different cosmetic products, likely due to its stability and reactivity in chemical processes.
Used in Fragrance and Perfume Production:
(TRIMETHYLSILYLMETHYL) ETHYL KETONE is used as a component in the production of fragrances and perfumes, leveraging its fruity odor to create appealing scents for consumer products.

Upstream product

• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 
• 107-02-8 acrolein 
• 1000-49-3 n-butyltrimethylsilane 
• 79-03-8 propionyl chloride 
• 18269-52-8 1-trimethylsilanyl-but-3-en-2-ol 

Downstream Products

• 83862-15-1 (S)-1-((1R,2R)-2-Hydroxy-1-methyl-propoxy)-1-phenyl-pentan-3-one 
• 83916-48-7 (R)-1-((1R,2R)-2-Hydroxy-1-methyl-propoxy)-1-phenyl-pentan-3-one 
• 57814-09-2 1-(phenylthio)-2-butanone 
• 816-40-0 1-Bromo-2-butanone 
• 109297-37-2 1-phenylselanylbutan-2-one 
• 108643-99-8 1-(phenylthio)-3-pentanone 

Relevant articles and documents

A VERSTILE ROUTE TO SILYLSUBSTITUTED KETONES BY RHODIUM CATALYZED ISOMERIZATION OF SILYLATED ALLYL ALCOHOLS

The rhodium catalyzed isomerization of α-, β-, and γ-silylated allyl alcohols has been succesfully applied to the selective synthesis of acylsilane, α-silyl ketones, and β-silyl ketones, respectively.

Reactions at interfaces: Oxygenation of n-butyl ligands anchored on silica surfaces with methyl(trifluoromethyl)dioxirane

The oxygenation of n-butyl and n-butoxy chains bonded to silica with methyl(trifluoromethyl)dioxirane (1) revealed the ability of the silica matrix to release electron density toward the reacting C2-H σ-bond through the Si-C1 and Si-O1 σ-bonds connecting the alkyl chain to the surface (silicon β-effect). The silica surface impedes neither the alkyl chain adopting the conformation required for the silicon β-effect nor dioxirane 1 approaching the reactive C2 methylene group. Reaction regioselectivity is insensitive to changes in the solvation of the reacting system, the location of organic ligands on the silica surface, and the H-bonding character of the silica surface. Reaction rates are faster for those organic ligands either within the silica pores or bonded to hydrophilic silica surfaces, which evidence the enhanced molecular dynamics of confined dioxirane 1 and the impact of surface phenomena on the reaction kinetics. The oxygenation of n-butyl and n-butoxy chains carrying trimethylsilyl, trimethoxysilyl, and tert-butyl groups with dioxirane 1 under homogeneous conditions confirms the electronic effects of the silyl substituents and the consequences of steric hindrance on the reaction rate and regioselectivity. Orthosilicic acid esters react preferentially at the methylene group adjacent to the oxygen atom in clear contrast with the reactivity of the carboxylic or sulfonic acid alkyl esters, which efficiently protect this position toward oxidation with 1 (Figure presented).

Practical Total Synthesis of (+/-)-Aklavinone and Total Synthesis of Aklavin

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