Pentacarbon dioxide

Summary

Full structural formula of pentacarbon dioxide
Space-filling model of the pentacarbon dioxide molecule
Pentacarbon dioxide 3D ball.png
Names
IUPAC name
penta-1,2,3,4-tetraene-1,5-dione
Identifiers
  • 51799-36-1 ☒N
3D model (JSmol)
  • Interactive image
ChemSpider
  • 454765 checkY
  • 521350
  • DTXSID90334624 Edit this at Wikidata
  • InChI=1S/C5O2/c6-4-2-1-3-5-7 checkY
    Key: BKMBQDLZBSCFGV-UHFFFAOYSA-N checkY
  • InChI=1/C5O2/c6-4-2-1-3-5-7
    Key: BKMBQDLZBSCFGV-UHFFFAOYAJ
  • O=C=C=C=C=C=O
Properties
C5O2
Molar mass 92.05 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Pentacarbon dioxide, officially penta-1,2,3,4-tetraene-1,5-dione, is an oxide of carbon (an oxocarbon) with formula C5O2 or O=C=C=C=C=C=O.

The compound was described in 1988 by Günter Maier and others, who obtained it by pyrolysis of cyclohexane-1,3,5-trione (phloroglucin, the tautomeric form of phloroglucinol).[1] It has also been obtained by flash vapor pyrolysis of 2,4,6-tris(diazo)cyclohexane-1,3,5-trione (C6N6O3).[2]: 97  It is stable at room temperature in solution.[1] The pure compound is stable up to −96 °C, at which point it polymerizes.[2][page needed]

References

  1. ^ a b Maier, G.; Reisenauer, H. P.; Schäfer, U.; Balli, H. (1988). "C5O2 (1,2,3,4-Pentatetraene-1,5-dione), a New Oxide of Carbon". Angewandte Chemie International Edition. 27 (4): 566–568. doi:10.1002/anie.198805661.
  2. ^ a b Eastwood, F. W. (1997). "Gas Phase Pyrolytic Methods for the Preparation of Carbon-Hydrogen and Carbon-Hydrogen-Oxygen Compounds". In Vallée, Y. (ed.). Gas Phase Reactions in Organic Synthesis. CRC Press. ISBN 90-5699-081-0.

See also