79990-96-8

Basic information

• Product Name: Silane, trimethyl[[2-phenyl-1-(phenylmethyl)ethenyl]oxy]-
• CAS NO: 79990-96-8
• Molecular Formula: C18H22OSi
• Molecular Weight: 282.458
• Mol File: 79990-96-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Silane, trimethyl[[2-phenyl-1-(phenylmethyl)ethenyl]oxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl[[2-phenyl-1-(phenylmethyl)ethenyl]oxy]-(79990-96-8)
• EPA Substance Registry System: Silane, trimethyl[[2-phenyl-1-(phenylmethyl)ethenyl]oxy]-(79990-96-8)

Safety Data

• Hazardous Substances Data: 79990-96-8(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 102-04-5 1,3-Diphenylpropanone 

Downstream Products

• 102-04-5 1,3-Diphenylpropanone 
• 112260-74-9 C₁₉H₂₄S₂ 
• 112260-75-0 C₁₇H₁₈S 
• 68646-49-1 1,3-diphenyl-3-butene-2-one 
• 127053-50-3 ethyl 5-oxo-3-phenylhexanoate 
• 112260-73-8 benzyl α-iodobenzyl ketone 
• 118621-82-2 2-Benzyl-5-tert-butyl-3-phenyl-benzofuran-7-ol 
• 118621-78-6 2-Benzyl-5-methyl-3-phenyl-benzofuran-7-ol 
• 118621-77-5 1-(4,5-Dihydroxy-2-methyl-phenyl)-1,3-diphenyl-propan-2-one 
• 118621-74-2 1-(3,4-Dihydroxy-phenyl)-1,3-diphenyl-propan-2-one 
• 89036-33-9 dibenzyl lithium salt 

Relevant articles and documents

C?O coupling of Malonyl Peroxides with Enol Ethers via [5+2] Cycloaddition: Non-Rubottom Oxidation

Malonyl peroxides act both as oxidants and reagents for C?O coupling in reactions with methyl and silyl enol ethers. In the proposed conditions, the oxidative C?O coupling of malonyl peroxides with enol ethers selectively proceeds, bypassing the traditional Rubottom hydroxylation of enol ethers by peroxides. It was observed that the oxidative [5+2] cycloaddition of malonyl peroxides and enol ethers is the key stage of the discovered process. Oxidative C?O coupling of silyl enol ethers leads to the formation of α-acyloxyketones with a free carboxylic acid group. A specially developed preparative one-pot procedure transforms ketones via silyl enol ethers formation and the following coupling into α-acyloxyketones with yields 35–88%. The acid-catalyzed coupling with methyl enol ethers gives remarkable products while retaining the easily oxidizable enol fragment. Furthermore, these molecules contain a free carboxylic acid group, thus these nontrivial products contain two usually incompatible acid and enol ether groups. (Figure presented.).

Regio- and stereoselective synthesis of silyl enol ethers using a new base electrogenerated from hexamethyldisilazane

The hexamethyldisilazane magnesium salt, a new base readily electrogenerated in an undivided cell fitted with a sacrificial magnesium anode, using a normally equilibrating medium (DME/15% vol HMPA mixture), exhibited a surprising regioselectivity leading to the less highly substituted silyl enol ethers from unsymmetrical ketones. This regioselectivity was not temperature dependent, but was strongly dependent on the nature and proportions of the solvent/cosolvent mixture. Moreover, the reaction was different in pure NMP, and exclusively afforded, from 2-pentanone, the new silylated aldol (56% yield) which resulted from the condensation of the less highly substituted enolate with the ketone.

Reaction of Silyl Enol Ethers with Arenediazonium Salts. Part 1. α-Arylation of Ketones

α-Arylation of ketones is accomplished by the use of arenediazonium salts as aryl-cation equivalents.The reaction of silyl enol ethers with arenediazonium tetrafluoroborates proceeds in the presence of palladium(0) catalysts and tetraphenylborate anion to give α-aryl ketones in moderate yields.Alternatively, silyl enol ethers smoothly react with arenediazonium tetrafluoroborates in pyridine even without palladium catalysts and tetraphenylborate anion, affording arylated ketones in good yields.A mechanism involving addition of an aryl radical to a silyl enol ether is proposed for the latter process.