91715-49-0

Basic information

• Product Name: 4-hydroxy-5,6,7,8-tetrahydronaphthalene-1,2-dione
• CAS NO: 91715-49-0
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.1846
• Mol File: 91715-49-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 320.8°C at 760 mmHg
• Flash Point: 162.1°C
• Density: 1.32g/cm³
• Vapor Pressure: 2.5E-05mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: 4-hydroxy-5,6,7,8-tetrahydronaphthalene-1,2-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4-hydroxy-5,6,7,8-tetrahydronaphthalene-1,2-dione(91715-49-0)
• EPA Substance Registry System: 4-hydroxy-5,6,7,8-tetrahydronaphthalene-1,2-dione(91715-49-0)

Safety Data

• Hazardous Substances Data: 91715-49-0(Hazardous Substances Data)

Upstream product

• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 7475-34-5 5,6,8-triacetoxy-1,2,3,4-tetrahydro-naphthalene 
• 92315-57-6 trihydroxytetralin 
• 125748-63-2 2-Acetyl-2-methoxymethoxy-1-oxa-spiro[2.5]octane-4-carbaldehyde 
• 125748-70-1 2-Hydroxy-2-(1-methoxymethoxy-propa-1,2-dienyl)-cyclohexanecarbaldehyde 
• 92156-78-0 1,2,3,4-tetrahydro-5,6,8-trimethoxynaphthalene 
• 7474-90-0 5,6,7,8-tetrahydro-1,4-naphthoquinone 
• 13623-10-4 5,6,7,8-tetrahydronaphthalene-1,4-diol 
• 130-15-4 [1,4]naphthoquinone 
• 1125-78-6 5,6,7,8-Tetrahydro-2-naphthol 

Relevant articles and documents

A divergent and selective synthesis of ortho- and para-quinones from phenols

Abstract We describe a divergent synthesis of substituted ortho- and para-quinones by catalytic aerobic oxygenation of phenols. Substituted quinones are omnipresent in chemistry and biology, but their synthesis frequently suffers from low efficiency and poor scope. Our methodology employs a catalytic aerobic di-functionalization of phenols to aryloxy-ortho-quinones. Regioselective substitution with an alcohol provides the alkoxy substituted ortho- or para-quinone, while hydrolysis affords the para-hydroxyquinone. These are mild and selective conditions for the synthesis of diversely substituted quinones from readily available phenol starting materials.

Hydroxyquinone annelation

The epoxidation reaction of alkoxyallene (4a) produced epoxy ketoaldehyde (5a) through an intermediate oxyallyl zwitterion; an intramolecular aldol reaction, followed by air oxidation produced hydroxyquinone (6).