Dodecahydroxycyclohexane is an organic compound with

molecular formula In chemistry, a chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, ...

or or . It is a sixfold

geminal In chemistry, the descriptor geminal () refers to the relationship between two atoms or functional groups that are attached to the same atom. A geminal diol, for example, is a diol (a molecule that has two alcohol functional groups) attached t ...

diol with a cyclohexane backbone and can be regarded as a sixfold hydrate of

cyclohexanehexone Cyclohexanehexone, also known as hexaketocyclohexane and triquinoyl, is an organic compound with formula , the sixfold ketone of cyclohexane. It is an oxide of carbon (an oxocarbon), a hexamer of carbon monoxide. The compound is expected to be ...

().

Dihydrate

The dihydrate can be crystallized from

methanol Methanol (also called methyl alcohol and wood spirit, amongst other names) is an organic chemical and the simplest aliphatic alcohol, with the formula C H3 O H (a methyl group linked to a hydroxyl group, often abbreviated as MeOH). It is a ...

as colorless plates or prisms, that decomposes at about 100 °C. This compound was synthesized by J. Lerch in 1862 by oxidation of

benzenehexol Benzenehexol, also called hexahydroxybenzene, is an organic compound with formula or . It is a six-fold phenol of benzene. The product is also called hexaphenol, but this name has been used also for other substances. Benzenehexol is a crystallin ...

or tetrahydroxy-''p''-benzoquinone and characterized by R. Nietzki and others in 1885, although the product was for a long time assumed to be hexaketocyclohexane with

water of crystallization In chemistry, water(s) of crystallization or water(s) of hydration are water molecules that are present inside crystals. Water is often incorporated in the formation of crystals from aqueous solutions. In some contexts, water of crystallization i ...

(). 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.

References

{{Reflist Cyclitols Cyclohexanols Geminal diols

Dihydrate

See also

References