3-Oxetanone, also called oxetan-3-one or 1,3-epoxy-2-propanone, is a
chemical compound
A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one ele ...
with formula C
3H
4O
2. It is the
ketone
In organic chemistry, a ketone is a functional group with the structure R–C(=O)–R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group –C(=O)– (which contains a carbon-oxygen double bon ...
of
oxetane
Oxetane, or 1,3-propylene oxide, is a heterocyclic organic compound with the molecular formula , having a four-membered ring with three carbon atoms and one oxygen atom.
The term "an oxetane" or "oxetanes" refer to any organic compound containing ...
, and an
isomer
In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers.
...
of
β-propiolactone
β-Propiolactone is an organic compound of the lactone family, with a four-membered ring. It is a colorless liquid with a slightly sweet odor, highly soluble in water and miscible with ethanol, acetone, diethyl ether and chloroform.''Merck Index ...
.
3-Oxetanone is a liquid at room temperature, that boils at 140 °C. It is a
specialty chemical
Speciality chemicals (also called specialties or effect chemicals) are particular chemical products which provide a wide variety of effects on which many other industry sectors rely. Some of the categories of speciality chemicals are adhesives, agr ...
,
[Synthonix Corp.]
''3-Oxetanone''
product sheet. Accessed on 2009-07-10.[SpiroChem AG]
''Oxetan-3-one''
Product Sheet - 2011-07-07 used for research in the synthesis of other oxetanes of pharmacological interest.
[
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.
]
Oxetan-3-one also has been the object of theoretical studies.
[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.
][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.
]
See also
*
Malonic anhydride or oxetane-2,4-dione
*
1,2-dioxetanedione
References
{{DEFAULTSORT:Oxetanone, 3-
Ketones
Oxetanes