Pentacarbon dioxide

Chemical compound
title: "Pentacarbon dioxide" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["oxocarbons", "heterocumulenes", "ketenes", "diketones", "substances-discovered-in-the-1980s"] description: "Chemical compound" topic_path: "general/oxocarbons" source: "https://en.wikipedia.org/wiki/Pentacarbon_dioxide" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0
::summary Chemical compound ::
|Verifiedfields = changed |verifiedrevid = 464197772 |ImageFile = Pentacarbon dioxide.svg |ImageSize = 220px |ImageAlt = Full structural formula of pentacarbon dioxide |ImageFile1 = Pentacarbon dioxide 3D spacefill.png |ImageFile2 = File:Pentacarbon dioxide 3D ball.png |ImageSize1 = 220px |ImageAlt1 = Space-filling model of the pentacarbon dioxide molecule |IUPACName = penta-1,2,3,4-tetraene-1,5-dione |Section1 = {{Chembox Identifiers |ChemSpiderID_Ref = |ChemSpiderID = 454765 |InChI = 1/C5O2/c6-4-2-1-3-5-7 |InChIKey = BKMBQDLZBSCFGV-UHFFFAOYAJ |StdInChI_Ref = |StdInChI = 1S/C5O2/c6-4-2-1-3-5-7 |StdInChIKey_Ref = |StdInChIKey = BKMBQDLZBSCFGV-UHFFFAOYSA-N |CASNo_Ref = |CASNo=51799-36-1 |PubChem=521350 |SMILES=O=C=C=C=C=C=O |Section2 = {{Chembox Properties |Formula=C5O2 |MolarMass=92.05 g/mol
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
References
- (1988). "C5O2 (1,2,3,4-Pentatetraene-1,5-dione), a New Oxide of Carbon". Angewandte Chemie International Edition.
- Eastwood, F. W.. (1997). "Gas Phase Reactions in Organic Synthesis". CRC Press.
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