Carbonyl selenide is a chemical compound with the chemical formula O=C=Se. It is a linear molecule that is primarily of interest for research purposes.
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| Preferred IUPAC name
Selanylidenemethanone | |
| Identifiers | |
3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| COSe | |
| Molar mass | 106.981 g·mol−1 |
| Appearance | Colorless gas |
| Odor | Unpleasant |
| Boiling point | −22 °C (−8 °F; 251 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Properties
editCarbonyl selenide is a colorless gas with an unpleasant odor.[1] Although the compound is quite stable, its solutions gradually revert to elemental selenium and carbon monoxide.[2]
Synthesis and reactions
editCarbonyl selenide can be produced by treating selenium with carbon monoxide in the presence of amines.[3]
It is used in organoselenium chemistry as a means of incorporating selenium into organic compounds, e.g. for the preparation of selenocarbamates (O-selenocarbamates R−O−C(=Se)−NR'R" and Se-selenocarbamates, R−Se−C(=O)−NR'R", where R is organyl and R' and R" are any group, typically H or organyl).[3]
References
edit- ^ Pearson, T. G.; Robinson, P. L. (1932), "Carbonyl selenide. Part I. Preparation and physical properties.", Journal of the Chemical Society (Resumed): 652–660, doi:10.1039/jr9320000652
- ^ Sonoda, Noboru (1993). "Selenium assisted carbonylation with carbon monoxide" (PDF). Pure and Applied Chemistry. 65 (4). Great Britain: 699–706. doi:10.1351/pac199365040699. S2CID 96262544.
- ^ a b Banert, Klaus (2014). Science of Synthesis Knowledge Updates 2014. Vol. 3. Georg Thieme Verlag. ISBN 9783131763112.