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Title: Dodecahydroxycyclohexane  
Author: World Heritage Encyclopedia
Language: English
Subject: Decahydroxycyclopentane
Publisher: World Heritage Encyclopedia


PubChem 315987
ChemSpider 279614 YesY
Jmol-3D images Image 1
Molecular formula C6O12H12
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Dodecahydroxycyclohexane is an organic compound with molecular formula C6O12H12 or C6(OH)12. It is a sixfold geminal diol with a cyclohexane backbone and can be regarded as a sixfold hydrate of cyclohexanehexone (C6O6).


The dihydrate C6O12H12·2H2O can be crystallized from methanol as colorless plates or prisms, that decompose at about 100 C.[1]

This compound was synthetized by J. Lerch[2] in 1862 by oxidation of benzenehexol C6(OH)6 or tetrahydroxy-p-benzoquinone C6(OH)4O2 and characterized by R. Nietzki and others in 1885,[3] although the product was for a long time assumed to be hexaketocyclohexane with water of crystallization (C6O6·8H2O).

Indeed, this product is still commonly marketed as cyclohexanehexone octahydrate, hexaketocyclohexane octahydrate, triquinoyl octahydrate and similar names. Its true nature was suspected since the 1950s or earlier,[4] but was confirmed by X-ray diffraction analysis only in 2005[5]

See also


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