1,4-Cyclohexanedione

1,4-Cyclohexanedione^[1]
Names
	Preferred IUPAC name Cyclohexane-1,4-dione
Identifiers
CAS Number	637-88-7 ;
3D model (JSmol)	Interactive image;
3DMet	B01109;
Beilstein Reference	774152
ChEBI	CHEBI:28286 ;
ChemSpider	11995 ;
ECHA InfoCard	100.010.279
EC Number	211-306-0;
Gmelin Reference	101292
KEGG	C08063 ;
PubChem CID	12511;
CompTox Dashboard (EPA)	DTXSID6060929 ;
	InChI InChI=1S/C6H8O2/c7-5-1-2-6(8)4-3-5/h1-4H2 Key: DCZFGQYXRKMVFG-UHFFFAOYSA-N ; InChI=1/C6H8O2/c7-5-1-2-6(8)4-3-5/h1-4H2 Key: DCZFGQYXRKMVFG-UHFFFAOYAA;
	SMILES C1CC(=O)CCC1=O;
Properties
Chemical formula	C6H8O2
Molar mass	112.127 g/mol
Melting point	77 to 78.5 °C (170.6 to 173.3 °F; 350.1 to 351.6 K)
Boiling point	130 to 133 °C (266 to 271 °F; 403 to 406 K) (20 mm.)
Solubility in water	Very
Solubility	Soluble in ethanol. Insoluble in diethyl ether.
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Flash point	132 °C (270 °F; 405 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

1,4-Cyclohexanedione is an organic compound with the formula (CH₂)₄(CO)₂. This white solid is one of the three isomeric cyclohexanediones. This particular diketone is used as a building block in the synthesis of more complex molecules.

Preparation

1,4-Cyclohexanedione is prepared in two steps from diesters of succinic acid. For example under basic conditions, the diethyl ester condenses to give 2,5-dicarbethoxy-1,4-cyclohexanedione. This intermediate can be hydrolysed and decarboxylated to afford the desired dione.^[2]

References

^ MSDS for 1,4-Cyclohexanedione
^ Arnold T. Nielsen and Wayne R. Carpenter (1973). "1,4-Cyclohexanedione". Organic Syntheses; Collected Volumes, vol. 5, p. 288.

[1] MSDS for 1,4-Cyclohexanedione

[2] Arnold T. Nielsen and Wayne R. Carpenter (1973). "1,4-Cyclohexanedione". Organic Syntheses; Collected Volumes, vol. 5, p. 288.

[1]

[2]