Global InformationAlkylidene ketene information
Alkylidene ketenes are a class of organic compounds that are of the form R2C=C=C=O. They are a member of the family of heterocumulenes (R2C=(C)n=O), and are often considered an unsaturated homolog of ketenes (R2C=C=O). Sometimes referred to as methyleneketenes, these compounds are highly reactive and much more difficult to access than ketenes.
Because of their instability, alkylidene ketenes are often observed as reaction intermediates. While the parent alkylidene ketene propadienone only exists on the order of seconds in vacuum at room temperature,[1] other more highly substituted species are stable at room temperature.[2] A notable alkylidene ketene is carbon suboxide, of the structure O=C=C=C=O.[3]
- ^ Brown, Roger F. C.; Eastwood, Frank W.; McMullen, Gabrielle L. (1976-10-01). "Evidence for the pyrolytic generation of methyleneketene (propadienone)". Journal of the American Chemical Society. 98 (23): 7421–7422. doi:10.1021/ja00439a052. ISSN 0002-7863.
- ^ Antoni, Patrick W.; Reitz, Justus; Hansmann, Max M. (2021-08-18). "N 2 /CO Exchange at a Vinylidene Carbon Center: Stable Alkylidene Ketenes and Alkylidene Thioketenes from 1,2,3-Triazole Derived Diazoalkenes". Journal of the American Chemical Society. 143 (32): 12878–12885. doi:10.1021/jacs.1c06906. ISSN 0002-7863. PMID 34348463. S2CID 236927728.
- ^ "II. Note on the synthesis of marsh-gas and formic acid, and on the electric decomposition of carbonic oxide". Proceedings of the Royal Society of London. 21 (139–147): 245–247. 1873-12-31. doi:10.1098/rspl.1872.0052. ISSN 0370-1662. S2CID 96045552.