1,4-Cyclohexanedione
Names | |
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Preferred IUPAC name
Cyclohexane-1,4-dione | |
Identifiers | |
3D model (JSmol) |
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3DMet | B01109 |
774152 | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.010.279 |
EC Number | 211-306-0 |
101292 | |
KEGG | |
PubChem CID |
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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 | |
GHS pictograms | |
GHS signal word | Warning |
H315, H319, H335 | |
P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, 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). | |
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. ; Collective Volume, 5, p. 288
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