853955-69-8

Basic information

• Product Name: 2-(Dimethylphenylsilyl)benzyl alcohol
• Synonyms: 2-(Dimethylphenylsilyl)benzyl alcohol;HOMSi Phenyl [2-(Dimethylphenylsilanyl)phenyl]methanol
• CAS NO: 853955-69-8
• Molecular Formula: C₁₅H₁₈OSi
• Molecular Weight: 242.38832
• Mol File: 853955-69-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(Dimethylphenylsilyl)benzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Dimethylphenylsilyl)benzyl alcohol(853955-69-8)
• EPA Substance Registry System: 2-(Dimethylphenylsilyl)benzyl alcohol(853955-69-8)

Safety Data

• Hazardous Substances Data: 853955-69-8(Hazardous Substances Data)

Usage

Appearance

Colorless liquid

Molecular weight

234.38 g/mol

Melting point

-52°C

Derivative

Benzyl alcohol with a dimethylphenylsilyl group attached to the benzene ring

Usage

Reagent in organic synthesis (formation of carbon-carbon and carbon-silicon bonds), pharmaceutical and chemical industries (synthesis of various organic compounds)

Upstream product

• 321903-29-1 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole 
• 768-33-2 phenyldimethylsilyl chloride 
• 1352196-85-0 C₁₅H₁₇BrOSi 
• 108-86-1 bromobenzene 
• 100-58-3 phenylmagnesium bromide 
• 17100-66-2 2-(tetrahydropyranyloxy)methylbromobenzene 
• 853955-58-5 dimethyl(2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)phenyl)silane 
• 18982-54-2 o-bromobenzyl alcohol 

Downstream Products

• 825-55-8 2-phenylthiophene 
• 1008-89-5 2-phenylpyridine 
• 1024756-90-8 N-[(4-chlorophenyl)phenyl-methyl]-4-nitrobenzenesulfonamide 
• 295360-69-9 N-((4-methoxyphenyl)(phenyl)methyl)-4-nitrobenzenesulfonamide 
• 33860-98-9 N-(diphenylmethyl)-4-nitrobenzenesulfonamide 
• 321903-29-1 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole 
• 42353-94-6 (E)-oct-4-en-4-ylbenzene 
• 1031869-22-3 C₂₁H₂₆O₄ 
• 1666-96-2 3-phenylquinoline 
• 92-91-1 biphenyl-4-acetaldehyde 
• 324-74-3 4-fluoro-biphenyl 
• 613-37-6 4-methoxylbiphenyl 
• 643-93-6 3-methylbiphenyl 
• 92-93-3 1-phenyl-4-nitrobenzene 

Relevant articles and documents

Copper-catalyzed electrophilic amination of arylsilanes with hydroxylamines

A copper-catalyzed electrophilic amination of aryl[(2-hydroxymethyl)phenyl] dimethylsilanes with O-acylated hydroxylamines has been developed to afford the corresponding anilines in good yields. The catalytic reaction proceeds very smoothly under mild conditions and tolerates a wide range of functional groups.

Improved Hiyama cross-coupling reactions using HOMSi

Various parameters in the Hiyama cross-coupling reaction of HOMSi reagents with ethyl bromobenzoate were studied. These included solvent, ligand, palladium source, and added water. DMF and THF were found to be excellent solvents. Palladium chloride was found to be the best palladium source and no added water was required. The use of tri-o-tolylphosphine as the ligand proved to be particularly effective.

Alkenyl- and aryl[2-(hydroxymethyl)phenyl]dimethylsilanes: An entry to tetraorganosilicon reagents for the silicon-based cross-coupling reaction

Alkenyl- and aryl[2-(hydroxymethyl)phenyl]dimethylsilanes, highly stable tetraorganosilicon reagents, are found to react with aryl and alkenyl iodides in the presence of a palladium catalyst and K2CO3 as a base, significantly milder conditions compared with those ever reported for the silicon-based cross-coupling reactions. The reaction tolerates a wide range of functional groups, including silyl protectors, and allows a gram-scale synthesis to recover and reuse the silicon residue. Copyright