Carbonyl selenide
Chemical compound
From Wikipedia, the free encyclopedia
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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| Names | |
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| Preferred IUPAC name
Selanylidenemethanone | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
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
Carbonyl 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
Carbonyl 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]
Carbonyl selenide is believed to catalyze certain (oxidative and non-oxidative) carbonylation reactions.[4]