27828-56-4

Basic information

• Product Name: 4-(Phenylamino)-1,2-naphthalenedione
• Synonyms: 4-(Phenylamino)-1,2-naphthalenedione;Q182 4-ANILINO-1,2-NAPHTHOQUINONE
• CAS NO: 27828-56-4
• Molecular Formula: C₁₆H₁₁NO₂
• Molecular Weight: 249.26
• Mol File: 27828-56-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 264.5-265 °C
• Boiling Point: 430.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.343±0.06 g/cm3(Predicted)
• PKA: -0.99±0.20(Predicted)
• CAS DataBase Reference: 4-(Phenylamino)-1,2-naphthalenedione(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Phenylamino)-1,2-naphthalenedione(27828-56-4)
• EPA Substance Registry System: 4-(Phenylamino)-1,2-naphthalenedione(27828-56-4)

Safety Data

• Hazardous Substances Data: 27828-56-4(Hazardous Substances Data)

Upstream product

• 103-69-5 N-ethyl-N-phenylamine 
• 524-42-5 1,2-naphthoquinone 
• 7473-19-0 4-ethoxynaphthalene-1,2-dione 
• 62-53-3 aniline 
• 15448-58-5 2,3-epoxy-1,2β,3β,4-tetrahydronaphthalene-1,4-dione 
• 64-17-5 ethanol 
• 7732-18-5 water 
• 2066-93-5 3,4-dioxo-3,4-dihydro-naphthalene-1-sulfonic acid 
• 135-19-3 β-naphthol 
• 90-13-1 1-Chloronaphthalene 
• 2834-92-6 1-amino-2-naphthol 
• 500776-26-1 4-hydroxy-3-nitro-[1]naphthoic acid 
• 165185-23-9 3-amino-4-hydroxy-[1]naphthoic acid 
• 93657-54-6 2-(4-chloro-[1]naphthoyl)-benzoic acid 

Downstream Products

• 6628-97-3 2-(phenylamino)naphthoquinone 
• 21720-68-3 2-(phenylamino)-4-(phenylimino)-1(4H)-naphthalenone 
• 106087-99-4 benzo[a]phenoxazin-5-ylidene-phenyl-amine 
• 130084-08-1 3,3'-Methylenbis-(4-phenylamino-1,2-naphthalindion) 
• 130084-20-7 1-<(1,2-Dihydro-1,2-dioxo-4-phenylamino-naphth-3-yl)-methyl>-piperidin 
• 108731-50-6 6-Phenylamino-benzo<2,3-f>quinoxaline 
• 134045-30-0 3-tert.Butyl-1,2,3,4,5,6,-hexahydro-5,6-dioxo-1-phenyl-benzo-3-chinazoliniumperchlorat 
• 180250-47-9 4-Phenylamino-3-brom-1,2-naphthochinon 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 62-53-3 aniline 

Relevant articles and documents

Experimental study of bimolecular reaction kinetics in porous media

A biomolecular reaction (1,2-naphthoquinone-4-sulfonic acid + aniline → 1,2-naphthoquinone-4-aminobenzene) in a saturated porous media flow in a column was studied to experimentally demonstrate the importance of reactant segregation in porous media flow.

Discovery of naphtho[1,2-d]oxazole derivatives as potential anti-HCV agents through inducing heme oxygenase-1 expression

A number of naphtho[1,2-d]oxazole derivatives were synthesized and evaluated for their anti-HCV virus activity. Among them, compound 18 was the most active, exhibited approximately 21-folds more active anti-HCV activity (IC50 of 0.63 μM) than t

O-Iodoxybenzoic Acid-Initiated One-Pot Synthesis of 4-Arylthio-1,2-naphthoquinones, 4-Arylthio-1,2-diacetoxynaphthalenes, and 5-Arylthio-/5-Aminobenzo[a]phenazines

1,2-Naphthoquiones and their derivatives constitute an important category of compounds of relevance in pharmaceutical and material chemistry. It is shown that 1,2-naphthoquinones generated by o-iodoxybenzoic acid-mediated oxidation of 2-naphthols can be subjected to a cascade of reactions, namely oxidation, Michael addition, reduction, acetylation, and cyclocondensation, in the same pot to afford diverse 4-arylthio-1,2-naphthoquinones 2, 4-arylthio-1,2-diacetoxynaphthalenes 3, and 5-arylthio-/5-aminobenzo[a]phenazines 4 in very good isolated yields. The multistep single-pot synthesis occurs smoothly in DMF at rt.