1,4-Cyclohexanedione

1,4-Cyclohexanedione^[1]

Names
IUPAC name 1,4-Cyclohexanedione
Identifiers
CAS Number	637-88-7 N
ChEBI	CHEBI:28286 Y
ChemSpider	11995 Y
EC Number	211-306-0
Jmol interactive 3D	Image
KEGG	C08063 Y
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
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	112 °C (234 °F; 385 K)
Hazards
S-phrases	S22,S23,S24,S25
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).
N verify (what is YN ?)
Infobox references

1,4-Cyclohexanedione is an 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. ; Coll. Vol. 5, p. 288