1,4-Cyclohexanedione

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1,4-Cyclohexanedione[1]
Chemical structure of Cyclohexanedione
Names
Preferred IUPAC name
Cyclohexane-1,4-dione
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.010.279
EC Number 211-306-0
KEGG
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 130 to 133 °C (266 to 271 °F; 403 to 406 K) (20 mm.)
Very
Solubility Soluble in ethanol. Insoluble in diethyl ether.
Hazards
S-phrases (outdated) S22,S23,S24,S25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 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[edit]

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[edit]

  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