Dodecahydroxycyclohexane
Encyclopedia
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).
as colorless plates or prisms, that decompose at about 100 C.
This compound was synthetized by J. Lerch 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 , 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 , but was confirmed by X-ray diffraction analysis only in 2005
Organic chemistry
Organic chemistry is a subdiscipline within chemistry involving the scientific study of the structure, properties, composition, reactions, and preparation of carbon-based compounds, hydrocarbons, and their derivatives...
compound with molecular formula C6O12H12 or C6(OH)12. It is a sixfold geminal
Geminal
In chemistry, the term geminal refers to the relationship between two functional groups that are attached to the same atom...
diol
Diol
A diol or glycol is a chemical compound containing two hydroxyl groups A geminal diol has two hydroxyl groups bonded to the same atom...
with a cyclohexane
Cyclohexane
Cyclohexane is a cycloalkane with the molecular formula C6H12. Cyclohexane is used as a nonpolar solvent for the chemical industry, and also as a raw material for the industrial production of adipic acid and caprolactam, both of which being intermediates used in the production of nylon...
backbone and can be regarded as a sixfold hydrate
Hydrate
Hydrate is a term used in inorganic chemistry and organic chemistry to indicate that a substance contains water. The chemical state of the water varies widely between hydrates, some of which were so labeled before their chemical structure was understood....
of cyclohexanehexone
Cyclohexanehexone
Cyclohexanehexone, also known as hexaketocyclohexane and triquinoyl, is a organic compound with formula C6O6, the sixfold ketone of cyclohexane...
(C6O6).
Dihydrate
The dihydrate C6O12H12·2H2O can be crystallized from methanolMethanol
Methanol, also known as methyl alcohol, wood alcohol, wood naphtha or wood spirits, is a chemical with the formula CH3OH . It is the simplest alcohol, and is a light, volatile, colorless, flammable liquid with a distinctive odor very similar to, but slightly sweeter than, ethanol...
as colorless plates or prisms, that decompose at about 100 C.
Benzenehexol
Benzenehexol, also called hexahydroxybenzene, is an organic compound with formula C6H6O6 or C66. It is a six-fold alcohol of benzene. The product is also erroneously called hexaphenol, but this name has been used also for other substances....
C6(OH)6 or tetrahydroxy-p-benzoquinone
Tetrahydroxy-1,4-benzoquinone
Tetrahydroxy-1,4-benzoquinone, also called tetrahydroxy-p-benzoquinone, tetrahydoxybenzoquinone, or tetrahydroxyquinone , is an organic compound with formula C6O24...
C6(OH)4O2 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
Water of crystallization
In crystallography, water of crystallization or water of hydration or crystallization water is water that occurs in crystals. Water of crystallization is necessary for the maintenance of crystalline properties, but capable of being removed by sufficient heat...
(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 , but was confirmed by X-ray diffraction analysis only in 2005