6315-97-5

Usage

Structure

A naphthalene ring attached to a pentan-3-one group

Physical state

Yellow to brown crystalline solid

Usage

Synthesis and production of various organic compounds, including pharmaceuticals, perfumes, and flavorings

Odor

Strong

Flammability

Flammable, requires cautious handling

Laboratory use

Reagent and catalyst for organic reactions

Upstream product

• 573-57-9 1,4-epoxy-1,4-dihydronaphthalene 
• 1629-58-9 4-penten-3-one 
• 2386-64-3 ethylmagnesium chloride 
• 197898-79-6 N-methoxy-N-methyl-3-(naphthalen-2-yl)propanamide 
• 112598-96-6 ethyl 3-(naphthalen-2-yl)propanoate 
• 27673-99-0 3-[2]naphthyl-propionyl chloride 
• 592-02-9 diethylcadmium 

Relevant academic research and scientific papers

Nickel-catalyzed regio- and stereoselective reductive coupling of Oxa- and azabicyclic alkenes with enones and electron-rich alkynes

A nickel-catalyzed regio- and stereoselective reductive coupling of oxa- and azabicyclic alkenes with activated alkenes and electron-rich alkynes is described. Thus, 7-oxabenzonorbornadienes underwent reductive coupling with various vinyl ketones such as ethyl, methyl, propyl and α-methyl- substituted vinyl ketones, in the presence of a nickel(II) iodide (NiI 2), zinc (Zn), and water catalyst system in acetonitrile at 50 °C for 14 h to afford 2-alkylnaphthalenes in good to excellent yields. Under similar reaction conditions, 7-azabenzonorbornadiene derivatives provided cis-2-alkyl-1,2-dihydronaphthalene derivatives in high yields. On the other hand, the nickel(II) iodide, tris(4-fluorophenyl)phoshine [P(4-FC 6H4)3] and zinc catalyst system successfully catalyzed the reductive coupling reaction of electron-rich alkynes, with 7-aza- and 7-oxabenzonorbornadienes to give cis-2-alkenyl-1,2-dihydronaphthalene derivatives in good to excellent yields. In the reaction, a mild reducing agent (zinc) and simple hydrogen source (water) were used.

Cobalt-salen complex-catalyzed oxidative generation of alkyl radicals from aldehydes for the preparation of hydroperoxides

Catalytic generation of alkyl radicals from aldehydes via oxidative deformylation was realized using a cobalt-salen complex with H2O 2. The deformylation was thought to proceed through homolytic cleavage of peroxohemiacetal intermediates to provide even primary alkyl radicals under mild conditions. Variously substituted and functionalized hydroperoxides were obtained from corresponding aldehydes in good yield.