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Pentacarbon dioxide

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Chemical compound
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
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5O2/c6-4-2-1-3-5-7Key: BKMBQDLZBSCFGV-UHFFFAOYSA-N
  • InChI=1/C5O2/c6-4-2-1-3-5-7Key: BKMBQDLZBSCFGV-UHFFFAOYAJ
SMILES
  • O=C=C=C=C=C=O
Properties
Chemical formula C5O2
Molar mass 92.05 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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 2,4,6-tris(diazo)cyclohexane-1,3,5-trione (C6N6O3). Diazo transfer can produce the latter compound from phloroglucinol. It is stable at room temperature in solution. The pure compound is stable up to −90 °C, at which point it polymerizes.

References

  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. ^ 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

Oxocarbons
Common oxides
Exotic oxides
Polymers
Compounds derived from oxides
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