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Hydroxyquinol

Hydroxyquinol
Chemical structure of hydroxyquinol
Names
IUPAC name
benzene-1,2,4-triol
Other names
Hydroxyhydroquinone
Oxyhydroquinone
1,2,4-Benzenetriol
1,2,4-Trihydroxybenzene
Benzene-1,2,4-triol
4-Hydroxycatechol
2,5-Dihydroxyphenol
1,3,4-Benzenetriol
1,3,4-Trihydroxybenzene
Identifiers
3D model (Jmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.797
KEGG
PubChem CID
Properties
C6H6O3
Molar mass 126.11 g/mol
Appearance white solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

Hydroxyquinol is an organic compound with the formula C6H3(OH)3. It is one of three isomeric benzenetriols. The compound is a colorless solid that is soluble in water. It reacts with air to give a black insoluble solid.

It is prepared industrially by acetylation of paraquinone with acetic anhydride followed by hydrolysis of the triacetate.

Historically hydroxyquinol was produced by the action of potassium hydroxide on hydroquinone. It can also be prepared by dehydrating fructose.

Hydroxyquinol commonly occurs in nature as a biodegradation product of catechin, a natural phenol found in plants such as Bradyrhizobium japonicum. Hydroxyquinol is also a metabolite in some organisms. For instance, Hydroxyquinol 1,2-dioxygenase is an enzyme that uses hydroxyquinol as a substrate with oxygen to produce 3-hydroxy-cis,cis-muconate.


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