Difference between revisions of "Benzoquinone"

Revision as of 17:45, 4 April 2018

1,4-Benzoquinone

Names
IUPAC name Cyclohexa-2,5-diene-1,4-dione
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	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.

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.

Disposal

References

Relevant Sciencemadness threads