1,2-Cyclohexanedione

1,2-Cyclohexanedione is an organic compound with the formula (CH2)4(CO)2. It is one of three isomeric cyclohexanediones. It is a colorless compound that is soluble in a variety of organic solvents. It can be prepared by oxidation of cyclohexanone by selenium dioxide.[1] The enol is about 1 kcal/mol more stable than the diketo form.[2]

1,2-Cyclohexanedione
Names
Preferred IUPAC name
Cyclohexane-1,2-dione
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.011.050 Edit this at Wikidata
UNII
  • InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-4H2
    Key: OILAIQUEIWYQPH-UHFFFAOYSA-N
  • C1CCC(=O)C(=O)C1
Properties
C6H8O2
Molar mass112.128 g·mol−1
Appearancewhite, waxy solid
Density1.1305 g/cm3
Melting point40 °C
Boiling point194 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Numerous diimine and dioxime ligands have been prepared from this diketone.[1] It also condenses with 1,2-diamines to give diaza heterocycles.

References