| Revision as of 18:00, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,293 edits Saving copy of the {{chembox}} taken from revid 460742543 of page 3-Oxetanone for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 17:20, 11 May 2023 edit 170.140.104.33 (talk)No edit summary |
| Line 1: |
Line 1: |
|
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
|
|
{{Chembox |
|
{{Chembox |
|
|
| Verifiedfields = changed |
| ⚫ |
| verifiedrevid = 438241226 |
|
|
|
| Watchedfields = changed |
|
⚫ |
| verifiedrevid = 477220002 |
|
| ImageFileL1 = 3-Oxetanone.svg |
|
| ImageFileL1 = 3-Oxetanone.svg |
|
| ImageSizeL1 = 120 |
|
| ImageSizeL1 = 120 |
| Line 8: |
Line 9: |
|
| ImageSizeR1 = 120 |
|
| ImageSizeR1 = 120 |
|
| ImageNameR1 = Ball-and-stick model |
|
| ImageNameR1 = Ball-and-stick model |
|
| IUPACName = oxetan-3-one |
|
| PIN = Oxetan-3-one |
|
| OtherNames = 1,3-epoxy-2-propanone<br>1,3-epoxypropanone<br>1,3-epoxy-2-propan-2-one |
|
| OtherNames = 1,3-Epoxy-2-propanone<br>1,3-Epoxypropanone<br>1,3-Epoxy-2-propan-2-one |
|
| Section1 = {{Chembox Identifiers |
|
|Section1={{Chembox Identifiers |
|
| InChIKey = ROADCYAOHVSOLQ-UHFFFAOYAK |
|
| InChIKey = ROADCYAOHVSOLQ-UHFFFAOYAK |
|
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChI = 1S/C3H4O2/c4-3-1-5-2-3/h1-2H2 |
|
| StdInChI = 1S/C3H4O2/c4-3-1-5-2-3/h1-2H2 |
|
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChIKey = ROADCYAOHVSOLQ-UHFFFAOYSA-N |
|
| StdInChIKey = ROADCYAOHVSOLQ-UHFFFAOYSA-N |
|
| CASNo_Ref = {{cascite|correct|??}} |
|
| CASNo_Ref = {{cascite|changed|??}} |
|
| CASNo = <!-- blanked - oldvalue: 6704-31-0 --> |
|
| CASNo = 6704-31-0 |
|
|
| UNII_Ref = {{fdacite|correct|FDA}} |
| ⚫ |
| PubChem = 15024254 |
|
|
|
| UNII = TGB3B74HZP |
| ⚫ |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
|
⚫ |
| PubChem = 15024254 |
|
⚫ |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
| ChemSpiderID = 11457528 |
|
| ChemSpiderID = 11457528 |
|
| SMILES = O=C1COC1 |
|
| SMILES = O=C1COC1 |
|
| InChI = 1/C3H4O2/c4-3-1-5-2-3/h1-2H2 |
|
| InChI = 1/C3H4O2/c4-3-1-5-2-3/h1-2H2 |
|
}} |
|
}} |
|
| Section2 = {{Chembox Properties |
|
|Section2={{Chembox Properties |
|
| Formula = C<sub>3</sub>H<sub>4</sub>O<sub>2</sub> |
|
| Formula = C<sub>3</sub>H<sub>4</sub>O<sub>2</sub> |
|
| MolarMass = 72.06 g/mol |
|
| MolarMass = 72.06 g/mol |
|
| Appearance = |
|
| Appearance = |
|
| Density = 1.231 g/cm<sup>3</sup> |
|
| Density = 1.124 g/cm<sup>3</sup> |
|
| MeltingPt = |
|
| MeltingPt = |
|
| BoilingPt = 140 °C |
|
| BoilingPtC = 140 |
|
|
| BoilingPt_notes = |
|
| Solubility = |
|
| Solubility = |
|
}} |
|
}} |
|
| Section3 = {{Chembox Hazards |
|
|Section3={{Chembox Hazards |
|
| MainHazards = |
|
| MainHazards = |
|
| FlashPt = 53 °C |
|
| FlashPtC = 53 |
|
|
| AutoignitionPtC = |
|
| Autoignition = |
|
|
}} |
|
}} |
|
}} |
|
}} |
|
|
'''3-Oxetanone''', also called '''oxetan-3-one''' or '''1,3-epoxy-2-propanone''', is a ] with formula C<sub>3</sub>H<sub>4</sub>O<sub>2</sub>. It is the |
|
|
] of ], and an ] of ]. |
|
|
|
|
|
3-Oxetanone is a liquid at room temperature, that boils at 140 °C. It is a ],<ref name="synthonix">Synthonix Corp., {{Webarchive|url=https://web.archive.org/web/20091216152434/http://synthonix.com/4015.htm |date=2009-12-16 }} product sheet. Accessed on 2009-07-10.</ref><ref name="SpiroChem">SpiroChem AG, {{Webarchive|url=https://web.archive.org/web/20120326173827/http://www.spirochem.com/index.php?page=oxetan-3-one |date=2012-03-26 }} Product Sheet - 2011-07-07</ref> used for research in the synthesis of other oxetanes of pharmacological interest.<ref name="wuitschik"> |
|
|
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}} |
|
|
</ref><ref> |
|
|
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}} |
|
|
</ref> |
|
|
Oxetan-3-one also has been the object of theoretical studies.<ref name="breuer">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}} |
|
|
</ref><ref>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}} |
|
|
</ref> |
|
|
|
|
|
==See also== |
|
|
*] or oxetane-2,4-dione |
|
|
*] |
|
|
|
|
|
==References== |
|
|
{{reflist}} |
|
|
|
|
|
{{DEFAULTSORT:Oxetanone, 3-}} |
|
|
] |
|
|
] |