Dodecahydroxycyclohexane
IUPAC name	cyclohexane-1,1,2,2,3,3,4,4,5,5,6,6-dodecol
Other names	dodecahydroxycyclohexane
Properties
Molecular formula	C6O12H12
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 six-fold geminal diol with a cyclohexane backbone and can be regarded as a six-fold hydrate of cyclohexanehexone (C₆O₆).

[edit] Dihydrate

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

Thermal ellipsoid model of the molecular cell of dodecahydroxycyclohexane dihydrate

This compound was synthetized by J. Lerch^[2] in 1862 by oxidation of hexahydroxybenzene 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]

[edit] See also

• Decahydroxycyclopentane

[edit] References