51666-96-7

Basic information

• Product Name: Benzenemethanol, a-[1-(trimethylsilyl)ethenyl]-
• CAS NO: 51666-96-7
• Molecular Formula: C12H18OSi
• Molecular Weight: 206.36
• Mol File: 51666-96-7.mol

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-[1-(trimethylsilyl)ethenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-[1-(trimethylsilyl)ethenyl]-(51666-96-7)
• EPA Substance Registry System: Benzenemethanol, a-[1-(trimethylsilyl)ethenyl]-(51666-96-7)

Safety Data

• Hazardous Substances Data: 51666-96-7(Hazardous Substances Data)

Upstream product

• 49750-22-3 1-(trimethylsilyl)vinylmagnesium bromide 
• 100-52-7 benzaldehyde 
• 75-77-4 chloro-trimethyl-silane 
• 58107-33-8 2-(trimethylsilyl)acrylaldehyde 
• 100-58-3 phenylmagnesium bromide 
• 5654-07-9 1,1-bis(trimethylsilyl)ethylene 
• 51666-94-5 1-Lithio-1-(trimethylsilyl)ethylen 
• 57266-91-8 3-phenyl-2-(trimethylsilyl)-prop-2-en 
• 13683-41-5 1-bromo-1-(trimethylsilyl)ethene 
• 50-00-0 formaldehyd 
• 28830-22-0 tris(trimethylsilyl)methyllithium 

Downstream Products

• 55287-91-7 2-Trimethylsilyl-3-chlor-3-phenyl-1-propen 
• 58844-31-8 (Z)-1-Phenyl-2-trimethylsilyl-3-chlor-1-propen 
• 37471-46-8 1-phenyl-1-trimethylsiloxypropene 
• 88257-40-3 α-(trimethylsilyl)propiophenone 
• 71268-59-2 (E)-1-phenyl-1-(trimethylsiloxy)propene 
• 63429-71-0 (R)-Phenyl-((R)-2-trimethylsilanyl-oxiranyl)-methanol 
• 83845-70-9 2-trimethylsilyl-1-phenyl-2-propen-1-one 
• 86997-42-4 (2-Trimethylsilanyl-1-trimethylsilanyloxy-allyl)-benzene 
• 93-55-0 1-phenyl-propan-1-one 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 

Relevant articles and documents

Sila-morita-baylis-hillman reaction of Arylvinyl ketones: Overcoming the dimerization problem

Arylvinyl ketones, under Morita-Baylis-Hillman (MBH) reaction conditions, produce a mixture of dimerization products. We propose a solution to this problem: a sila-MBH reaction. This cascade reaction involves addition of phosphine catalyst to arylvinyl ke

Synthese regioselective par voie organometallique de vinylsilanes fonctionnels a partir de derives carbonyles α-ethyleniques α-trimethylsilyles

The α-trimethylsilyl conjugated carbonyl derivatives 1 easily react with organometallics 2 (M = Al, Mg, Zn) and allow preparation of functional vinylsilanes 3 or 4, in regioselective manner: R'-CH C(SiMe3)-C(OH)(R')(R) 3; (R')(R)CH-C(SiMe3)C(R')(OSiMe3) 4.

A regiodefined synthesis of α-trimethylsilyl ketones catalyzed by rhodium(I) hydride complex

Regiodefined synthesis of α-trimethylsilyl ketones is attained by one of three different routes: isomerization of β-trimethylsilyl allyl alcohols (route A), isomerization of β'-trimethylsilyl allyl alcohols (route B), and dehydrogenation of β-trimethylsil

Regioselective Synthesis of Allyltrimethylsilanes from Allylic Halides and Allylic Sulfonates. Application to the Synthesis of 2,3-Bis(trimethylsilyl)alk-1-enes

The preparation of allyltrimethylsilanes by regioselective pathways is described.Treatment of (E)-1-chloro-2-alkenes with a reagent prepared from 1 equiv each of trimethylsilyllithium and copper(I) iodide in hexamethylphosphoramide to presumably form a (trimethylsilyl)copper reagent affords 3-(trimethylsilyl)-1-alkenes in good to excellent yields with a high regioselectivity.Treatment of these same 1-chloro-2-alkenes with (trimethylsilyl)lithium alone without added copper(I) iodide yields only (E)-1-(trimethylsilyl)-2-alkenes.A single allylic halide thus yields two regioisomeric allyltrimethylsilanes by proper choice of reaction conditions.The reaction of a variety of allylic sulfonates with (trimethylsilyl)copper has also been investigated.The mesylates of 2 deg and 3 deg allylic alcohols yield mixtures of isomeric allyltrimethylsilanes in which the 1-(trimethylsilyl)-2-alkenes predominate.With geraniol, the mesylate was prepared in situ and allowed to react with (trimethylsilyl)copper to afford two isomeric allyltrimethylsilanes in which the 3-(trimethylsilyl)-1-alkene predominates.Finally, these reactions have also been used to prepare a variety of 2,3-bis(trimethylsilyl)alk-1-enes, a class of unsaturated organosilanes which has received little attention in the literature.

A REGIOSPECIFIC SYNTHESIS OF TRIMETHYLSILYL ENOL ETHERS USING RHODIUM CATALYZED ISOMERIZATION OF β-TRIMETHYLSILYLALLYL ALCOHOLS

The rhodium catalyzed isomerization of β-trimethylsilylallyl alcohols has been successfully applied for the regiospecific synthesis of trimethylsilyl enol ethers.

Silanes in Organic Synthesis. 9. Enesilylation as a Method for 1,2-Carbonyl Migration within Ketones and for Conversion to 1,2-Transposed Allylic Alcohols

Vinylsilanes are shown to be valuable synthetic intermediates in useful transformations of ketones.The epoxidation of vinylsilanes followed by lithium aluminium hydride reduction and oxidation with chromic acid and sulfuric acid in a two-phase (ether/water) system often gives high yields of 1,2-transposed ketones.With singlet oxygen and sequential sodium borohydride reduction, 2-trimethylsilyl alcohols are produced in which the α position of the parent ketone has been regiospecifically oxygenated.Fluoride ion promoted desilylation completes the conversion to the migrated allylic alcohol.