Tricarbon monoxide
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| Names | |
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IUPAC name
3-oxo-1,2-Propadienylidene
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| Other names
3-Oxopropadienylidene
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| Identifiers | |
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3D model (JSmol)
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| Properties | |
| C3O | |
| Molar mass | 52.03 g·mol−1 |
| Appearance | Gas |
| Related compounds | |
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Related oxides
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carbon monoxide dicarbon monoxide tetracarbon monoxide |
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Related compounds
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tricarbon monosulfide carbon subnitride HCCCO |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references | |
Tricarbon monoxide C3O is a reactive radical oxocarbon molecule found in space, and which can be made as a transient substance in the laboratory. It can be trapped in an inert gas matrix or made as a short lived gas. C3O can be classified as a ketene or an oxocumulene a kind of heterocumulene.
C3O has been detected by its microwave spectrum in the dark cold Taurus Molecular Cloud One and also in the protostar Elias 18.
The route to produce this is speculated to be:
or
The related C3S is more abundant in dark molecular clouds, even though oxygen is 20 times more common than sulfur. The difference is due to the higher rate of formation and that C3S is less polar.
C3O can be produced by heating Meldrum's acid. This also produces acetone, carbon monoxide and carbon dioxide.
R. L. DeKock and W. Waltner were the first to identify C3O by reacting atomic carbon with carbon monoxide in an argon matrix. They observed an infrared absorption line at 2241 cm−1. They produced carbon atoms by heating graphite inside a thin tantalum tube.
M. E. Jacox photolysed C3O2 in an argon matrix to produce C3O with an IR absorption line at 2244 cm−1, however he did not recognise what was produced.
By heating diazocyclopentanetrione or a similar acid anhydride, (2,4-azo-3-oxo-dipentanoic anhydride), C3O is produced. Also the action of light on tetracarbon dioxide yields C3O and CO.
Heating fumaryl chloride also yields C3O. Heating Lead 2,4-dinitroresorcinate also produces C3O along with C2O, CO and carbon suboxide. An electric discharge in carbon suboxide produces about 11 ppm C3O.
Roger Brown heated 3,5-dimethyl-1-propynolpyrazole to over 700 °C to make C3O. Also pyrolysis of 5,5'-bis(2,2-dimethyl-4,6-dioxo-1,3-dioxanylidene or di-isopropylidene ethylenetetracarboxylate yields C3O.
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Wikipedia