Pentacarbon dioxide

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Pentacarbon dioxide
Names
IUPAC name
penta-1,2,3,4-tetraene-1,5-dione
Identifiers
3D model (JSmol)
  • 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).

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.[1] It has also been obtained by flash vapor pyrolysis of 1,3,5-triaza-cyclohexane-2,4,6-trione (C6N3O3).[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. ^ a b Günther Maier, Hans Peter Reisenauer, Ulrich Schäfer, and Heinz Balli (1988). "C5O2 (1,2,3,4-Pentatetraene-1,5-dione), a New Oxide of Carbon". Angewandte Chemie International Edition in English. 27 (4). doi:10.1002/anie.198805661. {{cite journal}}: Unknown parameter |paes= ignored (help)CS1 maint: multiple names: authors list (link)
  2. ^ a b Frank W. Eastwood (1997), Gas Phase Pyrolytic Methods for the Preparation of Carbon-Hydrogen and Carbon-Hydrogen-Oxygen Compounds.. In Yannick ValléeGas Phase Reactions in Organic Synthesis.CRC Press; ISBN 9056990810, 9789056990817

See also