Benzoquinone
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Names | |
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IUPAC name
Cyclohexa-2,5-diene-1,4-dione
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Other names
Benzoquinone
para-benzoquinone para-quinone | |
Properties | |
Appearance | Yellow solid |
Density | 1.318 g/cm^3 at 20C |
Vapor pressure | 0.1 mmHg at 25C |
Hazards | |
Related compounds | |
Related compounds
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hydroquinone |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
1,4-Benzoquinone, commonly known as para-quinone, is a chemical compound with the formula C6H4O2. In a pure state, it forms bright-yellow crystals with a characteristic irritating odor. This six-membered ring compound is the oxidized derivative of hydroquinone. The molecule is multifunctional: it exhibits properties of a ketone, forming an oxime; an oxidant, forming the dihydroxy derivative; and an alkene, undergoing addition reactions, especially those typical for α,β-unsaturated ketones. 1,4-Benzoquinone is sensitive toward both strong mineral acids and alkali, which cause condensation and decomposition of the compound.
Contents
Properties
Chemical
Physical
Benzoquinone readily undergoes sublimation, even at room temperature.
Benzoquinone forms bright yellow needle-like crystals.
Availability
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Preparation
Benzoquinone can be prepared by oxidation of hydroquinone.
Projects
Handling
Safety
Benzoquinone vapours are very irritating to the eyes and to the respiratory system. Handle in a well ventilated area, ideally in a fume cupboard.
Skin contact can result in brown staining, and apparently even localised tissue necrosis in severe cases. Benzoquinone is potentially a skin sensitiser.
Benzoquinone is probably carcinogenic.
Storage
In tightly-closed glass bottles. Stains/degrades polyethylene containers.