2348-77-8

Basic information

• Product Name: 2-phenylnaphthalene-1,4-dione
• Synonyms: 2-phenylnaphthalene-1,4-dione
• CAS NO: 2348-77-8
• Molecular Formula: C₁₆H₁₀O₂
• Molecular Weight: 234.25
• Mol File: 2348-77-8.mol
• Article Data: 64

Chemical Properties

• Boiling Point: 414.3°Cat760mmHg
• Flash Point: 155°C
• Appearance: /
• Density: 1.268g/cm³
• Vapor Pressure: 4.51E-07mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: 2-phenylnaphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylnaphthalene-1,4-dione(2348-77-8)
• EPA Substance Registry System: 2-phenylnaphthalene-1,4-dione(2348-77-8)

Safety Data

• Hazardous Substances Data: 2348-77-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H10O2/c17-15-10-14(11-6-2-1-3-7-11)16(18)13-9-5-4-8-12(13)15/h1-10H

Upstream product

• 64-17-5 ethanol 
• 2684-02-8 benzenediazonium 
• 130-15-4 [1,4]naphthoquinone 
• 30069-65-9 3-phenylnaphthalen-1-ol 
• 605-02-7 1-phenylnaphthalene 
• 2065-37-4 2-bromo-1,4-naphthoquinone 
• 960-16-7 tributylphenylstannane 
• 100-56-1 phenylmercury(II) chloride 
• 71-43-2 benzene 
• 94-36-0 dibenzoyl peroxide 
• 127-09-3 sodium acetate 
• 536-74-3 phenylacetylene 
• 6383-11-5 benzocyclobutene-1,2-dione 
• 159087-45-3 4,4,5,5-tetramethyl-2-phenylethynyl-[1,3,2]dioxaborolane 

Downstream Products

• 101439-68-3 1,4-dihydroxy-3-phenyl-[2]naphthonitrile 
• 1150-59-0 2-hydroxy-3-phenyl-1,4-naphthoquinone 
• 13369-47-6 1a-phenylnaphtho[2,3-b]oxirene-2,7(1aH,7aH)-dione 
• 33753-12-7 2,3-diphenyl[1,4]naphthoquinone 
• 859997-94-7 2-bromo-3-phenyl-1,4-naphthoquinone 
• 56176-17-1 2-amino-3-phenylnaphthalene-1,4-dione 
• 77509-36-5 2-phenyl-naphthalene-1,4-diol 
• 56568-54-8 2-methylamino-3-phenyl-1,4-naphthoquinone 
• 79060-52-9 1-(4-Chloro-phenyl)-7a-phenyl-1a,7a-dihydro-1H-1-aza-cyclopropa[b]naphthalene-2,7-dione 
• 79071-03-7 2-{[(Z)-4-Chloro-phenylimino]-methyl}-2-phenyl-indan-1,3-dione 
• 79060-46-1 2-(4-Chloro-phenylamino)-3-phenyl-[1,4]naphthoquinone 
• 79060-51-8 1-(4-Bromo-phenyl)-7a-phenyl-1a,7a-dihydro-1H-1-aza-cyclopropa[b]naphthalene-2,7-dione 
• 79060-39-2 2-{[(Z)-4-Bromo-phenylimino]-methyl}-2-phenyl-indan-1,3-dione 
• 79060-45-0 2-(4-Bromo-phenylamino)-3-phenyl-[1,4]naphthoquinone 

Relevant articles and documents

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The chromium carbene Doetz annulation reaction proceeds very rapidly in the presence of ultrasound giving good yields of quinone product on oxidative workup. Moreover, the yield of annulated product has been improved by adsorbing the reagents onto silica and heating at moderate temperatures. Both these modifications have proved to be successful for a variety of complexes and alkynes.

Synthesis of aryl substituted quinones as β-secretase inhibitors: Ligand-free direct arylation of quinones with aryl halides

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Oxidative Dearomatization of Phenols and Polycyclic Aromatics with Hydrogen Peroxide Triggered by Heterogeneous Sulfonic Acids

We report herein a method for the oxidative dearomatization of phenols and bare polycyclic arenes into the corresponding quinoid derivatives using hydrogen peroxide. The reaction is catalyzed by sulfonic acids and best results were achieved using heterogenized species. The best results using phenols were achieved using a hybrid material, namely a perfluorinated polymer functionalized with sulfonic acid groups supported on silica. The dearomatization of polycyclic aromatic hydrocarbons performed better using the polymeric acid catalyst. These methods operate under mild conditions, using mild and benign oxidants and thus minimizing the formation of waste.

Palladium-catalyzed arylation of 1,4-naphthoquinones with aryl iodides and its synthetic application to the benzo[b]phenanthridine skeleton

We report a Pd-catalyzed arylation of 1,4-naphthoquinones with aryl iodides. This reaction shows excellent functional group tolerance and high regioselectivity when using nonsymmetric 1,4-naphthoquinone. Furthermore, the resulting 2-aryl-1,4-naphthoquinon