127660-84-8

Basic information

• Product Name: Ethanone, 1-(6-methoxy-2-naphthalenyl)-2-phenyl-
• CAS NO: 127660-84-8
• Molecular Formula: C19H16O2
• Molecular Weight: 276.335
• Mol File: 127660-84-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-(6-methoxy-2-naphthalenyl)-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(6-methoxy-2-naphthalenyl)-2-phenyl-(127660-84-8)
• EPA Substance Registry System: Ethanone, 1-(6-methoxy-2-naphthalenyl)-2-phenyl-(127660-84-8)

Safety Data

• Hazardous Substances Data: 127660-84-8(Hazardous Substances Data)

Upstream product

• 6921-34-2 benzylmagnesium chloride 
• 3453-33-6 6-methoxynaphthalene-2-carbaldehyde 
• 3900-45-6 6-methoxy-2-acetylnaphthalene 
• 108-90-7 chlorobenzene 
• 158689-13-5 7-methoxy-1-naphthyl phenyl ketone 
• 5672-94-6 1-acetyl-2-methoxynaphthalene 
• 5111-65-9 2-Bromo-6-methoxynaphthalene 
• 4747-15-3 1-(2-methoxyvinyl)benzene 
• 93-04-9 2-Methoxynaphthalene 
• 103-80-0 phenylacetyl chloride 
• 67886-70-8 2-cyano-6-methoxynaphthalene 
• 1589-82-8 phenylmagnesium bromide 

Downstream Products

• 860196-52-7 6-bromo-2-(6-methoxy-[2]naphthyl)-3-phenyl-quinoline 

Relevant articles and documents

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General and mild Ni0-catalyzed α-arylation of ketones using aryl chlorides

A general methodology for the α-arylation of ketones using a nickel catalyst has been developed. The new well-defined [Ni(IPr)(cin)Cl] (1c) pre-catalyst showed great efficiency for this transformation, allowing the coupling of a wide range of ketones, including acetophenone derivatives, with various functionalised aryl chlorides. This cinnamyl-based Ni-N-heterocyclic carbene (NHC) complex has demonstrated a different behaviour to previously reported NHC-Ni catalysts. Preliminary mechanistic studies suggest a Ni0/NiII catalytic cycle to be at play.

Heck reactions of α- or β-substituted enol ethers with aryl bromides catalysed by a tetraphosphane/palladium complex - Direct access to acetophenone or 1-arylpropanone derivatives

cis,cis,cis-1,2,3,4-Tetrakis(diphenylphosphanylmethyl)cyclopentane/ [PdCl(C3H5)]2 efficiently catalyses the Heck reaction of α- and β-substituted enol ethers with aryl bromides. The arylation of 1-phenyl-1-(trimethylsilyloxy) ethylene led directly to the 2-aryl-1-phenylethanones. Similar reaction rates were observed with electron-rich, electron-deficient or sterically congested aryl bromides. Heck reaction with benzyl isopropenyl ether gave a mixture of isomers. However, this mixture gave selectively the 1-arylpropanones after hydrolysis. Employing β-methoxystyrene, 3-ethoxyacrylonitrile or methyl 3-methoxyacrylate, the regioselective α-arylation of these enol ethers was observed in all cases, but mixtures of (Z) and (E) isomers were generally obtained, which in many cases yielded a single ketone product after acid treatment. The stereoselectivity of this reaction depends on steric and electronic factors, and better stereoselectivities in favour of (Z) isomers were observed with electron-rich or sterically congested aryl bromides. Higher yields were obtained for this reaction with electron-rich or sterically congested aryl bromides than with electron-poor aryl bromides. These observations suggest that the rate-limiting step of the catalytic cycle is not the oxidative addition of the aryl bromide to the palladium complex with these substituted enol ethers. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.