Pentacarbon dioxide

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Pentacarbon dioxide
Pentacarbon dioxide.svg
Pentacarbon-dioxide-3D-vdW.png
Identifiers
CAS number 51799-36-1 N
PubChem 521350
ChemSpider 454765 YesY
Jmol-3D images Image 1
Properties
Molecular formula C5O2
Molar mass 92.05 g/mol
Except where noted otherwise, 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 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[edit]

  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. Gas Phase Reactions in Organic Synthesis. CRC Press. ISBN 90-5699-081-0. 

See also[edit]