1,4-Cyclohexanedione

1,4-Cyclohexanedione[1]
IUPAC name 1,4-Cyclohexanedione
Identifiers
CAS number	637-88-7
ChemSpider	11995 Y
EC number	211-306-0
KEGG	C08063 Y
ChEBI	CHEBI:28286 Y
Jmol-3D images	Image 1
SMILES C1CC(=O)CCC1=O
InChI InChI=1S/C6H8O2/c7-5-1-2-6(8)4-3-5/h1-4H2 Y Key: DCZFGQYXRKMVFG-UHFFFAOYSA-N Y InChI=1/C6H8O2/c7-5-1-2-6(8)4-3-5/h1-4H2 Key: DCZFGQYXRKMVFG-UHFFFAOYAA
Properties
Molecular formula	C6H8O2
Molar mass	112.127 g/mol
Melting point	77-78.5 °C
Boiling point	112 °C
Hazards
S-phrases	S22,S23,S24,S25
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

1,4-Cyclohexanedione is the organic compound. This tan or yellow crystalline 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

1. ^ MSDS for 1,4-Cyclohexanedione
2. ^ Arnold T. Nielsen and Wayne R. Carpenter (1973), "1,4-Cyclohexanedione", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=CV5P0288 ; Coll. Vol. 5: 288