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1,2-Cyclopentanedione
| Column 1 | Column 2 |
|---|---|
| Preferred IUPAC name | |
| Cyclopentane-1,2-dione | |
| CAS Number | .mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}3008-40-0 Y |
| 3D model (JSmol) | Interactive image |
| ChemSpider | 492605 |
| ECHA InfoCard | 100.308.427 |
| PubChem CID | 566657 |
| UNII | DQ8L4K1DLJ Y |
| CompTox Dashboard (EPA) | DTXSID60952490 |
| InChI | |
| InChI=1S/C5H6O2/c6-4-2-1-3-5(4)7/h1-3H2Key: CIISBNCSMVCNIP-UHFFFAOYSA-N | |
| SMILES | |
| C1CC(=O)C(=O)C1 | |
| Chemical formula | C5H6O2 |
| Molar mass | 98.101 g·mol−1 |
| Appearance | colorless liquid |
| Density | 1.371 g/cm3 |
| Melting point | 56 °C (133 °F; 329 K) |
| Boiling point | 87–88 °C (189–190 °F; 360–361 K) (15 mm Hg) |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Infobox references | |
1,2-Cyclopentanedione is the organic compound with the formula (CH2)3(CO)2. It is one of two isomeric cyclopentanediones, the other being 1,3-cyclopentanedione. It was first prepared by base-induced condensation of di ethylglutarate with diethyloxalate, followed by hydrolysis of the resulting diketodiester followed by decarboxylation. The enol is predicted to be about 1-3 kcal/mol more stable than the diketo form. The enol structure has been confirmed by X-ray crystallography.
Structurally related to 1,2-cyclopentanedione is 2-hydroxy-3-methyl-2-cyclopenten-1-one is a flavor additive, also called cyclotene.
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