1,4-Cyclohexanedione

1,4-Cyclohexanedione[1]
Names
IUPAC name
1,4-Cyclohexanedione
Identifiers
637-88-7 N
ChEBI CHEBI:28286 YesY
ChemSpider 11995 YesY
EC Number 211-306-0
Jmol interactive 3D Image
KEGG C08063 YesY
Properties
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 YesYN ?)
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
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