3-Oxetanone Explained

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

Notes and References

1. Synthonix Corp., 3-Oxetanone product sheet. Accessed on 2009-07-10.
2. SpiroChem AG, Oxetan-3-one Product Sheet - 2011-07-07
3. 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.
4. 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.
5. 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.
6. 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.