84678-74-0

Upstream product

• 25436-07-1 trimethylsilyl trichloroacetate 
• 767-00-0 4-cyanophenol 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 75-77-4 chloro-trimethyl-silane 
• 5633-96-5 potassium p-cyanophenoxide 

Relevant academic research and scientific papers

Highly atom economical uncatalysed and I2-catalysed silylation of phenols, alcohols and carbohydrates, using HMDS under solvent-free reaction conditions (SFRC)

An uncatalysed silylation of phenols, regardless on the aggregate state and nature of the substituents with 0.55 equiv of HMDS under solvent-free reaction conditions (SFRC) at room temperature is reported. Sterically hindered phenols, carbohydrates and most of the alcohols additionally required a catalytic amount (up to 2 mol %) of iodine. The reaction protocol is very simple; obtaining a pure product, particularly of uncatalysed reactions, was frequently a completely solvent-free process.

Synthesis and characterization of benzonitrile-substituted silyl ethers

The silyl ethers (siloxanes) Me4-xSi(OC6H 5CN)x (x = 1-4) (1-4), O(Si(OC6H4CN) (Me) 2)2 (5), and Me3Si-O-C6F 4CN (6) have been synthesized by the

Kinetics and Thermodynamics of Phenolate Silylation and Alkylation

A kinetic and thermodynamic investigation of the silylation reactions of alkali phenolates with several trisubstituted silyl chlorides was performed in tetrahydrofuran, acetonitrile, and dimethyl sulfoxide.Heats and rates of reaction were determined by titration calorimetry and stopped-flow techniques and found to be strongly dependent upon solvent polarity, ion pairing of the alkali phenolate, and steric and electronic influences.Reaction rates were considerably faster in acetonitrile and dimethyl sulfoxide than in tetrahydrofuran where ion-pairing effects were significant.Rates were accelerated by the addition of crown ethers.In most cases, potassium phenolates were more reactive than the corresponding sodium phenolates.The order of reactivity observed for the silyl chlorides increased as follows: i-Pr3 a's of the parent phenols, and the appropriate Hammett ? constants.Hammett plots for the silylation reactions of substituted potassium phenolates with triphenylsilyl fluoride gave values of ρ = 1.24 and 2.40 for the reaction in acetonitrile and dimethyl sulfoxide, respectively.

TRIMETHYLSILYL TRICHLOROACETATE: A NEW REAGENT FOR SALT-FREE SILYLATIONS

Trimethylsylil trichloroacetate (1) is a convenient reagent for the silylation of phenols, carboxylic acids, mercaptans, amides, acetylenes, and β-keto esters, while the reaction of 1 with aldehydes and ketones affords silylated trichloromethyl carbinols (5).