6315-96-4

Basic information

• Product Name: 1-(2-naphthyl)propan-1-one
• Synonyms: 1-(2-naphthyl)propan-1-one;1-(2-Naphtyl)-1-propanone;2-Propanoylnaphthalene;2'-Propionaphthone;Nsc21044;1-Naphthalen-2-yl-propan-1-one;1-Propanone, 1-(2-naphthalenyl)-
• CAS NO: 6315-96-4
• Molecular Formula: C₁₃H₁₂O
• Molecular Weight: 184.23378
• EINECS: 228-648-1
• Mol File: 6315-96-4.mol
• Article Data: 28

Chemical Properties

• Melting Point: 60°C
• Boiling Point: 313°C (estimate)
• Flash Point: 135.8°C
• Appearance: /
• Density: 1.0120 (rough estimate)
• Vapor Pressure: 0.000511mmHg at 25°C
• Refractive Index: 1.5928 (estimate)
• CAS DataBase Reference: 1-(2-naphthyl)propan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-naphthyl)propan-1-one(6315-96-4)
• EPA Substance Registry System: 1-(2-naphthyl)propan-1-one(6315-96-4)

Safety Data

• Hazardous Substances Data: 6315-96-4(Hazardous Substances Data)

Usage

General Description

1-(2-naphthyl)propan-1-one, also known as β-naphthylpropionone or β-NP, is an aromatic compound with the chemical formula C13H10O. It is a ketone with a naphthalene ring attached to the side chain, making it a substituted aromatic ketone. This chemical is commonly used as an intermediate in the synthesis of organic compounds and pharmaceuticals. It is also used in the production of perfumes and flavoring agents due to its aromatic properties. 1-(2-naphthyl)propan-1-one is a pale yellow to brown crystalline solid with a strong, sweet, and floral odor. It should be handled and stored with care due to its potential health and safety hazards, including irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C13H12O/c1-2-13(14)12-8-7-10-5-3-4-6-11(10)9-12/h3-9H,2H2,1H3

Upstream product

• 613-46-7 2-naphthalenecarbonitrile 
• 925-90-6 ethylmagnesium bromide 
• 91-20-3 naphthalene 
• 79-03-8 propionyl chloride 
• 123-62-6 propionic acid anhydride 
• 93-08-3 methyl 2-naphthyl ketone 
• 592-02-9 diethylcadmium 
• 2243-83-6 2-naphthaloyl chloride 
• 74-88-4 methyl iodide 
• 580-13-2 2-bromonaphthalene 
• 3857-83-8 2-naphthyl triflate 
• 1067-52-3 tributyltin methoxide 
• 3249-50-1 1-propenyl acetate 
• 2386-64-3 ethylmagnesium chloride 

Downstream Products

• 861038-47-3 (3-methyl-2-[2]naphthyl-[4]quinolyl)-phenyl-amine 
• 6241-72-1 3-Hydroxy-<2>naphthyl-pentan 
• 6241-74-3 1-<2>Naphthyl-1-phenyl-propan-1-ol 
• 107496-15-1 (S)-(+)-2-methoxymethyl-1-[1'-(2''-naphthyl)propylideneamino]pyrrolidine 
• 93-09-4 naphthalene-2-carboxylate 
• 6241-75-4 1-(2-naphthyl)-1-phenyl-1-propene 
• 3042-57-7 2-(pentan-3-yl)naphthalene 
• 154667-96-6 α(RS)-ethyl-2-naphthalenemethylamine 
• 57221-66-6 (E)-1-Naphthalen-2-yl-3-(2-nitro-phenyl)-propenone 

Relevant articles and documents

Photoredox/nickel-catalyzed hydroacylation of ethylene with aromatic acids

We report a general, practical and scalable hydroacylation reaction of ethylene with aromatic carboxylic acids with the synergistic combination of nickel and photoredox catalysis. Under ambient temperature and pressure, feedstock chemicals such as ethylene can be converted into high-value-added aromatic ketones in moderate to good yields (up to 92%) with reaction time of 2-6 hours.

SUBSTITUTED DIHYDROPYRAZOLO PYRAZINE CARBOXAMIDE DERIVATIVES

The invention relates to substituted dihydropyrazolo pyrazine carboxamide derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and diabetes, and also urogenital and ophthalmic disorders.

Ligand-Controlled Chemoselective C(acyl)-O Bond vs C(aryl)-C Bond Activation of Aromatic Esters in Nickel Catalyzed C(sp2)-C(sp3) Cross-Couplings

A ligand-controlled and site-selective nickel catalyzed Suzuki-Miyaura cross-coupling reaction with aromatic esters and alkyl organoboron reagents as coupling partners was developed. This methodology provides a facile route for C(sp2)-C(sp3) bond formation in a straightforward fashion by successful suppression of the undesired β-hydride elimination process. By simply switching the phosphorus ligand, the ester substrates are converted into the alkylated arenes and ketone products, respectively. The utility of this newly developed protocol was demonstrated by its wide substrate scope, broad functional group tolerance and application in the synthesis of key intermediates for the synthesis of bioactive compounds. DFT studies on the oxidative addition step helped rationalizing this intriguing reaction chemoselectivity: whereas nickel complexes with bidentate ligands favor the C(aryl)-C bond cleavage in the oxidative addition step leading to the alkylated product via a decarbonylative process, nickel complexes with monodentate phosphorus ligands favor activation of the C(acyl)-O bond, which later generates the ketone product.