104755-33-1

Basic information

• Product Name: Ethanone, 1-(2-naphthalenyl)-2-(phenylseleno)-
• CAS NO: 104755-33-1
• Molecular Formula: C18H14OSe
• Molecular Weight: 325.269
• Mol File: 104755-33-1.mol

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-(2-naphthalenyl)-2-(phenylseleno)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(2-naphthalenyl)-2-(phenylseleno)-(104755-33-1)
• EPA Substance Registry System: Ethanone, 1-(2-naphthalenyl)-2-(phenylseleno)-(104755-33-1)

Safety Data

• Hazardous Substances Data: 104755-33-1(Hazardous Substances Data)

Upstream product

• 93-08-3 methyl 2-naphthyl ketone 
• 645-96-5 Benzeneselenol 
• 827-54-3 2-naphthylethylene 
• 1666-13-3 diphenyl diselenide 
• 613-54-7 2-Bromo-2'-acetonaphthone 
• 42572-42-9 phenylselenium trichloride 
• 104755-16-0 C₁₈H₁₄Cl₂OSe 

Downstream Products

• 1218948-24-3 C₂₁H₁₉NSe 
• 1666-13-3 diphenyl diselenide 
• 93-08-3 methyl 2-naphthyl ketone 

Relevant articles and documents

Acridine Orange Hemi(Zinc Chloride) Salt as a Lewis Acid-Photoredox Hybrid Catalyst for the Generation of α-Carbonyl Radicals

A readily accessible organic-inorganic hybrid catalyst is reported for the reductive fragmentation of α-halocarbonyl compounds. The robust hybrid catalyst is a self-stabilizing combination of ZnCl2 Lewis acid and acridine orange as the photoactive organic dye. Mechanistic specifics of this hybrid catalyst have been studied in detail using both photophysical and electrochemical experiments. A systematic study enabled the discovery of the appropriate Lewis acid for the effective LUMO stabilization of α-halocarbonyl compounds and thereby lowering of reduction potential within the range of a standard organic dye. This strategy resolves the issues like dehalogenative hydrogenation or homo-coupling of alkyl radicals by guiding the photoredox cycle through an oxidative quenching pathway. The cooperativity between the photoactive organic dye and the Lewis acid counterparts empowers functionalization with a wide range of coupling partners through efficient and controlled generation of alkyl radicals and serves as an appropriate alternative to the expensive late transition metal-based photocatalysts. To demonstrate the application potential of this cooperative catalytic system, four different synthetic transformations of α-carbonyl bromides were explored with broad substrate scopes.

Visible-light-induced oxidative coupling of vinylarenes with diselenides leading to α-aryl and α-alkyl selenomethyl ketones

A visible-light-induced oxidative coupling of diselenides with readily available vinylarenes is demonstrated. This benign protocol allows one to access a wide range of α-aryl and α-alkyl selenomethyl ketones in good yields with excellent functional group compatibility. The distinct advantages of this protocol over all previous methods include the use of a green solvent and air as an oxidant and the lack of a photocatalyst, a base, and an oxidant as well as better green chemistry matrices. Furthermore, the title reaction can be performed with natural sunlight, the most sustainable energy source imaginable. Additionally, the mild reaction conditions, easy operation and suitability for the modification of styrene-functionalized biomolecules make the current reaction system a more attractive method for the synthesis of a variety of medicinal and agrochemical compounds of interest.

A radical cyclization route to cyclic imines

A novel route to cyclic imines based on 5-exo radical cyclization is explored. The radical precursors are imines prepared from allylamine and readily available α-phenylselenenyl ketones.

PHENYL SELENIUM TRICHLORIDE IN SYNTHESIS. REACTION WITH KETONES. A NEW VARIATION OF THE SELENOXIDE ELIMINATION REACTION

Phenyl selenium trichloride was used for the introduction of a PhSeCl2-group into the α-position of ketones.These products were converted to enones (hydrolysis/selenoxide elimination) or α-phenylselenoketones (thiourea-reduction).