Pentacarbon dioxide

Pentacarbon dioxide
Full structural formula of pentacarbon dioxide
Space-filling model of the pentacarbon dioxide molecule
Names
IUPAC name
penta-1,2,3,4-tetraene-1,5-dione
Identifiers
51799-36-1 
ChemSpider 454765 Yes
Jmol-3D images Image
PubChem 521350
Properties
C5O2
Molar mass 92.05 g/mol
Except where noted otherwise, data is 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 is the third member of the series CnO2 with odd n, the first two members being carbon dioxide (CO2) and carbon suboxide (C3O2). The compound was described in 1988 by G. Maier and others, who obtained it by pyrolysis of 1,3,5-cyclohexanetrione (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]:p.97 It is stable at room temperature in solution.[1] The pure compound is stable up to −96 °C, when it polymerizes.[2]

References

  1. 1.0 1.1 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. 2.0 2.1 Eastwood, F. W. (1997). "Gas Phase Pyrolytic Methods for the Preparation of Carbon-Hydrogen and Carbon-Hydrogen-Oxygen Compounds". In Vallée, Y. Gas Phase Reactions in Organic Synthesis. CRC Press. ISBN 90-5699-081-0.

See also