Cyclopentanepentone

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Cyclopentanepentone
Skeletal formula of cyclopentanepentone
File:Cyclopentanepentone-3D-balls.png
File:Cyclopentanepentone-3D-spacefill.png
Names
Systematic IUPAC name
Cyclopentane-1,2,3,4,5-pentone[1]
Other names
Leuconic acid
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C5O5/c6-1-2(7)4(9)5(10)3(1)8 ☒N
    Key: YVVXMBHAKNKELS-UHFFFAOYSA-N ☒N
  • O=C1C(=O)C(=O)C(=O)C1=O
Properties
C5O5
Molar mass 140.050 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Cyclopentanepentone, also known as leuconic acid, is a hypothetical organic compound with formula C5O5, the fivefold ketone of cyclopentane. It would be an oxide of carbon (an oxocarbon), indeed a pentamer of carbon monoxide. As of 2000, the compound had yet to be synthesized in bulk, but there have been reports of trace synthesis.[2][3][4]

Related compounds

Cyclopentanepentone can be viewed as the neutral counterpart of the croconate anion C
5O2−
5. The compound referred to in the literature and trade as "cyclopentanepentone pentahydrate" (C5O5·5H2O) is probably decahydroxycyclopentane (C5(OH)10).[3][5]

References

  1. ↑ "CID 12305030 - PubChem Public Chemical Database". The PubChem Project. USA: National Center for Biotechnology Information.
  2. ↑ Rubin, M. B.; Gleiter, R. (2000). "The Chemistry of Vicinal Polycarbonyl Compounds". Chemical Reviews. 100 (3): 1121–64. doi:10.1021/cr960079j. PMID 11749259.
  3. ↑ 3.0 3.1 Seitz, G.; Imming, P. (1992). "Oxocarbons and pseudooxocarbons". Chemical Reviews. 92 (6): 1227–1260. doi:10.1021/cr00014a004.
  4. ↑ Schröder, D.; Schwarz, H.; Dua, S.; Blanksby, S. J.; Bowie, J. H. (1999). "Mass spectrometric studies of the oxocarbons CnOn (n = 3–6)". International Journal of Mass Spectrometry. 188 (1–2): 17–25. Bibcode:1999IJMSp.188...17S. doi:10.1016/S1387-3806(98)14208-2.
  5. ↑ Person, W. B.; Williams, D. G. (1957). "Infrared Spectra and the Structure of Leuconic Acid and Triquinoyl". Journal of Physical Chemistry. 61 (7): 1017–1018. doi:10.1021/j150553a047.

See also

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