2,5-Dihydroxy-1,4-benzoquinone
Chemical compound / From Wikipedia, the free encyclopedia
2,5-Dihydroxy-1,4-benzoquinone or 2,5-dihydroxy-para-benzoquinone is an organic compound with formula C
6H
4O
4, formally derived from 1,4-benzoquinone by replacing two hydrogen atoms with hydroxyl (OH) groups. It is one of seven dihydroxybenzoquinone isomers. It is a yellow solid[1] with planar molecules[2] that exhibits ferroelectric properties.[3]
Quick Facts Names, Identifiers ...
| |||
Names | |||
---|---|---|---|
Preferred IUPAC name
2,5-Dihydroxycyclohexa-2,5-diene-1,4-dione | |||
Other names
2,5-Dihydroxy-p-benzoquinone, anilic acid | |||
Identifiers | |||
| |||
3D model (JSmol) |
|||
ChemSpider |
| ||
ECHA InfoCard | 100.009.505 ![]() | ||
PubChem CID |
|||
UNII | |||
CompTox Dashboard (EPA) |
|||
| |||
| |||
Properties | |||
C6H4O4 | |||
Molar mass | 140.094 g·mol−1 | ||
Melting point | 212.5 °C (414.5 °F; 485.6 K)[1] | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Close
The compound is a weak acid: one or both hydroxyls can lose a proton to yield the anions C
6H
3O−
4 (pKa1 = 2.95) and C
6H
2O2−
4 (pKa2 = 4.87), respectively. The latter forms a variety of metal complexes, functioning as a binucleating ligand.[4]
The compound has been identified as partly responsible for the color of aged cellulosic materials.[5]