Chemistry:1,3-Cyclopentanedione
From HandWiki
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| Names | |
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| Preferred IUPAC name
Cyclopentane-1,3-dione | |
| Identifiers | |
3D model (JSmol)
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| 1362728 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| EC Number |
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| 200797 | |
PubChem CID
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| UNII | |
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| Properties | |
| Appearance | white solid |
| Density | 1.37 g/cm3 |
| Melting point | 149–151 °C (300–304 °F; 422–424 K) |
| Hazards | |
| GHS pictograms | 
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| 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 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
1,3-Cyclopentanedione is an organic compound with the formula (CH2)3(CO)2. It is one of two isomeric cyclopentanediones, the other being 1,2-cyclopentanedione. The enol is predicted to be about 1-3 kcal/mol more stable than the diketo form.[1] The enol structure has been confirmed by X-ray crystallography.[2]
Preparation
The compound is prepared by hydrogenation of 2-cyclopentene-1,4-dione using zinc/acetic acid.[3][4]
References
- ↑ Jana, Kalyanashis; Ganguly, Bishwajit (2018). "DFT Study to Explore the Importance of Ring Size and Effect of Solvents on the Keto–Enol Tautomerization Process of α- and β-Cyclodiones". ACS Omega 3 (7): 8429–8439. doi:10.1021/acsomega.8b01008. PMID 31458971.
- ↑ Katrusiak, A. (1990). "Structure of 1,3-cyclopentanedione". Acta Crystallographica Section C: Crystal Structure Communications 46 (7): 1289–1293. doi:10.1107/S0108270189011352.
- ↑ McIntosh, John M.; Beaumier, Pierre. (1972). "Improved Preparation of 1,3-cyclopentanedione". The Journal of Organic Chemistry 37 (18): 2905–2906. doi:10.1021/jo00983a027.
- ↑ Gary H. Rasmusson; Herbert O. House; Edward F. Zaweski; Charles H. DePuy (1962). "2-Cyclopentene-1,4-Dione". Organic Syntheses 42: 36. doi:10.15227/orgsyn.042.0036.
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