3-Oxetanone

3-Oxetanone
Skeletal formula	Ball-and-stick model
Names
	Preferred IUPAC name Oxetan-3-one
	Other names 1,3-Epoxy-2-propanone; 1,3-Epoxypropanone; 1,3-Epoxy-2-propan-2-one
Identifiers
CAS Number	6704-31-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	11457528 ;
ECHA InfoCard	100.190.619
PubChem CID	15024254;
UNII	TGB3B74HZP ;
CompTox Dashboard (EPA)	DTXSID80567101 ;
	InChI InChI=1S/C3H4O2/c4-3-1-5-2-3/h1-2H2 Key: ROADCYAOHVSOLQ-UHFFFAOYSA-N ; InChI=1/C3H4O2/c4-3-1-5-2-3/h1-2H2 Key: ROADCYAOHVSOLQ-UHFFFAOYAK;
	SMILES O=C1COC1;
Properties
Chemical formula	C3H4O2
Molar mass	72.06 g/mol
Density	1.231 g/cm3
Boiling point	140 °C (284 °F; 413 K)
Hazards
Flash point	53 °C (127 °F; 326 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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]

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

[synthonix-1] Synthonix Corp., 3-Oxetanone Archived 2009-12-16 at the Wayback Machine product sheet. Accessed on 2009-07-10.

[SpiroChem-2] SpiroChem AG, Oxetan-3-one Archived 2012-03-26 at the Wayback Machine Product Sheet - 2011-07-07

[wuitschik-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. doi:10.1002/anie.200602343

[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. doi:10.1002/anie.200800450

[breuer-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. doi:10.1021/j100586a001

[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. doi:10.1016/0009-2614(79)80109-8

[1]

[2]

[3]

[4]

[5]

[6]

See also

References