Dimedone | |
---|---|
5,5-Dimethylcyclohexane-1,3-dione |
|
Other names
Cyclomethone, |
|
Identifiers | |
CAS number | 126-81-8 |
PubChem | 31358 |
ChemSpider | 29091 |
Jmol-3D images | Image 1 |
|
|
|
|
Properties | |
Molecular formula | C8H12O2 |
Molar mass | 140.17968 |
Appearance | Yellow crystals |
Melting point |
147–150 °C (decomposes) |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
Infobox references |
Dimedone is a cyclic diketone used in organic chemistry to determine whether a compound contains an aldehyde group. Cyclohexanediones in general can be used as catalysts in the formation of transition-metal complexes. Other uses include applications in colourimetry, crystallography, luminescence and spectrophotometric analysis. It can also be used for chemistry involving organic compounds of low electrical resistance.
Contents |
Dimedone is prepared from mesityl oxide and diethyl malonate[1].
Dimedone usually comes in the form of yellow crystals. It is stable under ambient conditions and soluble in water, as well as ethanol and methanol. It has a melting point range of 147–150 °C (420–423 K).
Dimedone is in equilibrium with its tautomer in solution — in a 2:1 keto to enol ratio in chloroform[2].
Crystalline dimedone contains chains of molecules, in the enol form, linked by hydrogen bonds[3]: