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Carbonyl selenide

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Carbonyl selenide
Names
Preferred IUPAC name Selanylidenemethanone
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/COSe/c2-1-3Key: RQZJHKMUYSXABM-UHFFFAOYSA-N
SMILES
  • =C=O
Properties
Chemical formula COSe
Molar mass 106.981 g·mol
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 , 100 kPa). Infobox references
Chemical compound

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.

Properties

Carbonyl selenide is a colorless gas with an unpleasant odor. Although the compound is quite stable, its solutions gradually revert to elemental selenium and carbon monoxide.

Synthesis and reactions

Carbonyl selenide can be produced by treating selenium with carbon monoxide in the presence of amines.

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).

References

  1. 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
  2. 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.
  3. ^ Banert, Klaus (2014). Science of Synthesis Knowledge Updates 2014. Vol. 3. Georg Thieme Verlag. ISBN 9783131763112.
Inorganic compounds of carbon and related ions
Compounds
Carbon ions
Nanostructures
Oxides and related
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