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Cyclopentanepentone

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Cyclopentanepentone
Skeletal formula of cyclopentanepentone
Names
Systematic IUPAC name Cyclopentane-1,2,3,4,5-pentone
Other names Leuconic acid
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5O5/c6-1-2(7)4(9)5(10)3(1)8Key: YVVXMBHAKNKELS-UHFFFAOYSA-N
SMILES
  • O=C1C(=O)C(=O)C(=O)C1=O
Properties
Chemical formula C5O5
Molar mass 140.050 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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.

Related compounds

Cyclopentanepentone can be viewed as the neutral counterpart of the croconate anion C
5O
5.

The compound referred to in the literature and trade as "cyclopentanepentone pentahydrate" (C5O5·5H2O) is probably decahydroxycyclopentane (C5(OH)10).

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. ^ 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

Oxocarbons
Common oxides
Exotic oxides
Polymers
Compounds derived from oxides
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