Formula C6H4O3 | Molar mass 124.1 g/mol | |
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Hydroxy-1,4-benzoquinone, also called hydroxy-para-benzoquinone, is an organic compound with formula C
6H
4O
3, formally derived from 1,4-Benzoquinone by replacing one hydrogen atom with a hydroxyl (OH) group. It is one of three hydroxybenzoquinone isomers and one of the simplest hydroxyquinones.
The compound is often called 2-hydroxy-1,4-benzoquinone, but the "2-" prefix is superfluous since there is no other hydroxy derivative of 1,4-benzoquinone. The IUPAC name is 2-hydroxycyclohexa-2,5-diene-1,4-dione.
It is formed by the reaction of 1,4-benzoquinone with hydrogen peroxide and is a byproduct of the metabolism of phenols, such as 1,2,4-benzenetriol. The enzyme 1,2,4-benzenetriol dehydrogenase catalyzes the conversion of 1,2,4-benzenetriol to 2-hydroxy-1,4-benzoquinone, and the enzyme hydroxybenzoquinone reductase catalyzes the reverse reaction. The enzyme 2-hydroxy-1,4-benzoquinone-2-reductase converts it to 1,4-benzoquinone.
It tends to dimerize spontaneously by peroxo bridges.