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Tetrahydroxy-1,4-benzoquinone
Chemical compound / From Wikipedia, the free encyclopedia
Tetrahydroxy-1,4-benzoquinone, also called tetrahydroxy-p-benzoquinone, tetrahydroxybenzoquinone, or tetrahydroxyquinone (THBQ, THQ), is an organic compound with formula C6O2(OH)4. Its molecular structure consists of a cyclohexadiene ring with four hydroxyl groups and two ketone groups in opposite (para) positions.
Quick Facts Names, Identifiers ...
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Names | |
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Preferred IUPAC name
2,3,5,6-Tetrahydroxycyclohexa-2,5-diene-1,4-dione | |
Other names
Tetroquinone | |
Identifiers | |
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3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider |
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ECHA InfoCard | 100.005.706 ![]() |
EC Number |
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KEGG | |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C6H4O6 | |
Molar mass | 172.092 g·mol−1 |
Appearance | Blue-black crystals |
Density | 2.609 g/cm3 |
Boiling point | 370.6 °C (699.1 °F; 643.8 K) at 760 mmHg |
Slightly soluble in cold water | |
Hazards | |
GHS labelling: | |
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Warning | |
H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Flash point | 192.1 °C (377.8 °F; 465.2 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The compound gives a light red solution in water,[2] and crystallizes as the glistening bluish-black (but non-conducting) dihydrate C6O2(OH)4·2H2O.[2][3]
The compound can be synthesized from glyoxal[4] or from myo-inositol, a natural compound widely present in plants.[5] THBQ forms an adduct with 4,4′-bipyridine in a 2:3 ratio.[6]