Cyclobutanetetrone

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Cyclobutanetetrone
Skeletal formula of cyclobutanetetrone
Names
IUPAC name
Cyclobutane-1,2,3,4-tetraone[citation needed]
Other names
Tetraoxocyclobutane
Identifiers
3D model (
JSmol
)
ChemSpider
  • InChI=1S/C4O4/c5-1-2(6)4(8)3(1)7 checkY
    Key: KDAVZOLBYGNLGF-UHFFFAOYSA-N checkY
  • O=C1C(=O)C(=O)C1=O
Properties
C4O4
Molar mass 112.040 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Cyclobutanetetrone, also called tetraoxocyclobutane, is an organic compound[1] with formula C4O4 or (CO)4, the fourfold ketone of cyclobutane. It would be an oxide of carbon, indeed a tetramer of carbon monoxide.

The compound seems to be thermodynamically unstable.[2] As of 2000, it had yet to be synthesized in significant amounts[3][4] but may have transient existence as detected by mass spectrometry.[5]

Related compounds

Cyclobutanetetrone can be viewed as the neutral counterpart of the

anion C
4O2−
4, which is stable and has been known at least since 1959.[6]

The compound octahydroxycyclobutane or cyclobutaneoctaol (C(OH)2)4 may be referred to in the literature as "hydrated tetraoxocyclobutane".[7]

References

  1. PMID 26285843
    .
  2. doi:10.1021/jp010738i
    .
  3. PMID 11749259
    .
  4. doi:10.1021/cr00014a004
    .
  5. doi:10.1016/S1387-3806(98)14208-2
    .
  6. doi:10.1021/ja01522a083
    .
  7. doi:10.1016/S0040-4020(01)98676-4
    .

See also
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