477-77-0

Basic information

• Product Name: 2-(acenaphthylen-1(2H)-ylidene)acenaphthylen-1(2H)-one
• CAS NO: 477-77-0
• Molecular Formula: C₂₄H₁₄O
• Molecular Weight: 318.3674
• Mol File: 477-77-0.mol

Chemical Properties

• Boiling Point: 566.3°C at 760 mmHg
• Flash Point: 252.4°C
• Density: 1.388g/cm³
• Vapor Pressure: 7.63E-13mmHg at 25°C
• Refractive Index: 1.834
• CAS DataBase Reference: 2-(acenaphthylen-1(2H)-ylidene)acenaphthylen-1(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(acenaphthylen-1(2H)-ylidene)acenaphthylen-1(2H)-one(477-77-0)
• EPA Substance Registry System: 2-(acenaphthylen-1(2H)-ylidene)acenaphthylen-1(2H)-one(477-77-0)

Safety Data

• Hazardous Substances Data: 477-77-0(Hazardous Substances Data)

Usage

Chemical class

Acenaphthylenes, a group of organic compounds

Appearance

Yellow crystalline solid

Molecular weight

294.34 g/mol

Usage

Synthesis of other organic compounds, chemical intermediate in production of dyes, pigments, and pharmaceuticals, potential applications in materials science (organic semiconductors, electronic devices)

Safety precautions

Proper handling and awareness of potential hazards and reactivity.

Upstream product

• 14209-08-6 1,2-dibromoacenaphthene 
• 108-88-3 toluene 
• 2235-15-6 1(2H)-acenaphthylenone 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 15781-74-5 bis(2,4,6-trichlorophenyl)-2-benzylmalonate 
• 15781-73-4 di(2,4,6-trichlorophenyl)-2-phenylmalonate 

Relevant articles and documents

Trisannulated benzene derivatives by acid catalyzed aldol cyclotrimerizations of cyclic ketones. methodology development and mechanistic insight

(Chemical Equation Presented) Several factors that contribute to the success of aldol cyclotrimerizations have been clarified as part of an effort to shed light on the inner workings of this century old reaction. The use of 4,7-di-tert-butylacenaphthenone (11) as a mechanistic probe molecule has led to intriguing discoveries about temperature, solvent, and solubility effects. Solvents that are both polarizable and somewhat polar, e.g., o-dichlorobenzene (ODCB), work best for the aromatic ketones examined. Certain Bronsted acids were found to work better than Lewis acids as catalysts for the archetypal aldol cyclotrimerization of indanone (2) in aprotic solvents, and a strong dependence on the pKa of the acid was observed. A standardized protocol, using p-toluenesulfonic acid monohydrate, is shown to work well in a number of test cases.

Nonsteroidal Antiinflammatory Agents, 4. Rearrangement Reactions of Heterocycles, 11. Ketenoid Rearrangement and Oxidation of 2-Pyrons to 1,4-Naphthoquinon-5-alkanoic acids

Fused 2-pyrones 4, obtained by the thermal condensation of ketones 1 with reactive malonates 2, rearrange above 200 deg C to yield condensed dihydroxynaphthalines 5.The latter compounds can be oxidized to give 3-hydroxy-1,4-naphthoquinone-5-alkanoic acids.The reaction of ketone 8 with magic malonates 2 or chlorocarbonyl ketene 9 affords the pyrones 11 in low yields.The 2-pyrones 11 could not be rearranged to 13; a possible explanation for this behaviour is presented. - Keywords: Trichlorophenyl malonates; 2-Pyrone synthesis; Carbonyl ketenes as intermediates; Hydroxy-1,4-naphthoquinone alkanoic acids