3-Oxetanone, also called oxetan-3-one or 1,3-epoxy-2-propanone, is a chemical compound with formula C3H4O2. It is the ketone of oxetane, and an isomer of β-propiolactone.
3-Oxetanone is a liquid at room temperature, that boils at 140 °C. It is a specialty chemical,[1][2] used for research in the synthesis of other oxetanes of pharmacological interest.[3][4] Oxetan-3-one also has been the object of theoretical studies.[5][6]
See also
- Malonic anhydride or oxetane-2,4-dione
- 1,2-dioxetanedione
References
- ^ Synthonix Corp., 3-Oxetanone Archived 2009-12-16 at the Wayback Machine product sheet. Accessed on 2009-07-10.
- ^ SpiroChem AG, Oxetan-3-one Archived 2012-03-26 at the Wayback Machine Product Sheet - 2011-07-07
- ^ Wuitschik, G.; Rogers-Evans, M.; Müller, K.; Fischer, H.; Wagner, B.; Schuler, F.; Polonchuk, L.; Carreira, E. M., Oxetanes as promising modules in drug discovery. Angew. Chem. Int. Ed. 2006, volume 45, issue 46, pp. 7736-7739. doi:10.1002/anie.200602343
- ^ Wuitschik, G.; Rogers-Evans, M.; Buckl, A.; Bernasconi, M.; Marki, M.; Godel, T.; Fischer, H.; Wagner, B.; Parrilla, I.; Schuler, F.; Schneider, J.; Alker, A.; Schweizer, W. B.; Muller, K.; Carreira, E. M., Spirocyclic oxetanes: Synthesis and properties. Angew. Chem. Int. Ed. 2008, volume 47, issue 24, pp. 4512-4515. doi:10.1002/anie.200800450
- ^ George M. Breuer, Roger S. Lewis, and Edward K. C. Lee (1975), Unimolecular Decomposition Rates of Cyclobutanone, 3-Oxetanone, and Perfluorocyclobutanone. An RRKM Calculation of Internally Converted Hot Molecules Journal of Physical Chemistry, volume 79, issue 19. doi:10.1021/j100586a001
- ^ P. C. Martino, P. B. Shevlin and S. D. Worley (1979), The electronics structures of small strained rings. An investigation of the interaction between the oxygen and the π orbitals in 3-methyleneoxetane and 3-oxetanone. Chemical Physics Letters, Volume 68, Issue 1, pp. 237–241. doi:10.1016/0009-2614(79)80109-8