Names | |
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Preferred IUPAC name
Benzene-1,2,4-triol | |
Other names
Hydroxyhydroquinone
1,2,4-Benzenetriol 1,2,4-Trihydroxybenzene Benzene-1,2,4-triol 4-Hydroxycatechol 2,4-Dihydroxyphenol 1,3,4-Benzenetriol 1,3,4-Trihydroxybenzene | |
Identifiers | |
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3D model (
JSmol)
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.007.797 |
KEGG | |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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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).
|
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. [1]
It is prepared industrially by acetylation of paraquinone with acetic anhydride followed by hydrolysis of the triacetate. [1]
Historically, hydroxyquinol was produced by the action of potassium hydroxide on hydroquinone. [2] It can also be prepared by dehydrating fructose. [3] [4]
Hydroxyquinol is a common intermediate in the biodegradation of many aromatic compounds. These substrates include mono chlorophenols, dichlorophenols, and more complex species such as the pesticide 2,4,5-T. [5] Hydroxyquinol commonly occurs in nature as a biodegradation product of catechin, a natural phenol found in plants (e.g. by soil bacteria Bradyrhizobium japonicum). [6] 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.
Names | |
---|---|
Preferred IUPAC name
Benzene-1,2,4-triol | |
Other names
Hydroxyhydroquinone
1,2,4-Benzenetriol 1,2,4-Trihydroxybenzene Benzene-1,2,4-triol 4-Hydroxycatechol 2,4-Dihydroxyphenol 1,3,4-Benzenetriol 1,3,4-Trihydroxybenzene | |
Identifiers | |
| |
3D model (
JSmol)
|
|
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.007.797 |
KEGG | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
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).
|
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. [1]
It is prepared industrially by acetylation of paraquinone with acetic anhydride followed by hydrolysis of the triacetate. [1]
Historically, hydroxyquinol was produced by the action of potassium hydroxide on hydroquinone. [2] It can also be prepared by dehydrating fructose. [3] [4]
Hydroxyquinol is a common intermediate in the biodegradation of many aromatic compounds. These substrates include mono chlorophenols, dichlorophenols, and more complex species such as the pesticide 2,4,5-T. [5] Hydroxyquinol commonly occurs in nature as a biodegradation product of catechin, a natural phenol found in plants (e.g. by soil bacteria Bradyrhizobium japonicum). [6] 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.