Dodecahydroxycyclohexane

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Dodecahydroxycyclohexane is an organic compound with molecular formula C6O12H12 or C6(OH)12 or (C(OH)2)6. It is a sixfold geminal diol with a cyclohexane backbone and can be regarded as a sixfold hydrate of cyclohexanehexone (C6O6).

Dihydrate

The dihydrate C6O12H122H2O can be crystallized from methanol as colorless plates or prisms, that decomposes at about 100 °C. This compound was synthesized by Joseph Udo Lerch (1816–1892) in 1862 by oxidation of benzenehexol C6(OH)6 or tetrahydroxy-p-benzoquinone C6(OH)4O2 and characterized by Rudolf Nietzki and Theodor Benckiser in 1885, although the product was for a long time assumed to be hexaketocyclohexane with water of crystallization (C6O68H2O). 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, but was confirmed by X-ray diffraction analysis only in 2005.

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