2431-02-9

Basic information

• Product Name: Ethanone, 2-hydroxy-2-(4-methylphenyl)-1-phenyl-
• CAS NO: 2431-02-9
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Mol File: 2431-02-9.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Ethanone, 2-hydroxy-2-(4-methylphenyl)-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-hydroxy-2-(4-methylphenyl)-1-phenyl-(2431-02-9)
• EPA Substance Registry System: Ethanone, 2-hydroxy-2-(4-methylphenyl)-1-phenyl-(2431-02-9)

Safety Data

• Hazardous Substances Data: 2431-02-9(Hazardous Substances Data)

Upstream product

• 613-90-1 benzoyl cyanide 
• 104-87-0 4-methyl-benzaldehyde 
• 4815-10-5 2-hydroxy-2-(4-methylphenyl)acetonitrile 
• 100-58-3 phenylmagnesium bromide 
• 106-38-7 para-bromotoluene 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 2431-23-4 4-methylbenzoin 
• 2430-99-1 1-phenyl-2-p-tolylethanone 
• 774-48-1 (diethoxymethyl)benzene 
• 66985-49-7 2-(4-methylphenyl)-2-(trimethylsilyloxy)acetonitrile 
• 4830-30-2 Benzoyl-(4-methyl-phenyl)-diazomethan 
• 2431-00-7 p-methylbenzil 
• 1074-12-0 phenylglyoxal hydrate 
• 108-88-3 toluene 

Downstream Products

• 74614-35-0 α-methoxy-4'-methyl-deoxybenzoin oxime 
• 2431-23-4 4-methylbenzoin 
• 2431-00-7 p-methylbenzil 
• 100-52-7 benzaldehyde 
• 99-94-5 p-Toluic acid 

Relevant articles and documents

Synthesis of unsymmetrical benzilsviapalladium-catalysed a-arylation-oxidation of 2-hydroxyacetophenones with aryl bromides

A diverse set of unsymmetrically substituted benzils were facilely synthesised by a cross-coupling reaction between 2-hydroxyacetophenones and aryl bromides in the presence of a palladium catalyst. Experimental studies suggested a reaction mechanism involving a one-pot tandem palladium-catalysed a-arylation and oxidation, where aryl bromides play a dual role as mild oxidants as well as arylating agents.

Mechanism of α-ketol-type rearrangement of benzoin derivatives under basic conditions

The mechanism of base-catalyzed rearrangement of ring-substituted benzoins in aqueous methanol was examined by kinetic and product analyses. Substituent effects on the rate and equilibrium constants revealed that the kinetic process has a different electron demand compared to the equilibrium process. Reactions in deuterated solvents showed that the rate of H/D exchange of the α-hydrogen is similar to the overall rate toward the equilibrium state. A proton-inventory experiment using partially deuterated solvents showed a linear dependence of the rate on the deuterium fraction of the solvent, indicating that only one deuterium isotope effect contributes to the overall rate process. All these results point to a mechanism in which the rearrangement is initiated by the rate-determining α-hydrogen abstraction rather than a mechanism with initial hydroxyl hydrogen abstraction as in the general α-ketol rearrangement.

Direct Formation of Benzoins from Diarylmethanones via a Rearrangement Reaction Promoted by Samarium Metal in DMF

Diarylmethanones react readily with DMF when promoted by samarium metal in DMF with TMSCl or iodine as an activator, to afford benzoins in good to excellent yields via rearrangement of aryl groups. As for asymmetric diarylmethanones, products resulting from the migration of either aryl group were obtained, where the migration of aryl groups shows certain priority.