| Revision as of 19:52, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 434802465 of page Acetolactone for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 18:07, 1 January 2024 edit CrafterNova (talk | contribs)Extended confirmed users16,639 edits {{chem}} fixTag: 2017 wikitext editor |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{Chembox |
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{{Chembox |
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|Verifiedfields = changed |
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| verifiedrevid = 399367733 |
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| ImageFileL1 = Acetolactone-2D.png |
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|verifiedrevid = 477239242 |
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| ImageNameL1 = Structural formula |
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| ImageFileR1 = Acetolactone-3D-balls-B.png |
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|ImageFileL1 = Acetolactone-2D.png |
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|ImageNameL1 = Structural formula |
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| ImageNameR1 = Ball-and-stick model |
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|ImageFileR1 = Acetolactone-3D-balls-B.png |
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| IUPACName = oxiran-2-one |
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|ImageNameR1 = Ball-and-stick model |
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| OtherNames = |
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|PIN = Oxiranone |
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| Section1 = {{Chembox Identifiers |
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|IUPACName = Oxiran-2-one<ref>{{cite PubChem|cid=445391}}</ref> |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID = 393042 |
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|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| InChI = 1/C2H2O2/c3-2-1-4-2/h1H2 |
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|ChemSpiderID = 393042 |
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| InChIKey = HZSIFDFXFAXICF-UHFFFAOYAQ |
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|InChI = 1/C2H2O2/c3-2-1-4-2/h1H2 |
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| SMILES1 = O=C1OC1 |
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|InChIKey = HZSIFDFXFAXICF-UHFFFAOYAQ |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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|SMILES = O=C1OC1 |
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| StdInChI = 1S/C2H2O2/c3-2-1-4-2/h1H2 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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|StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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|StdInChI = 1S/C2H2O2/c3-2-1-4-2/h1H2 |
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| StdInChIKey = HZSIFDFXFAXICF-UHFFFAOYSA-N |
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|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| CASNo = <!-- blanked - oldvalue: 42879-41-4 --> |
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|StdInChIKey = HZSIFDFXFAXICF-UHFFFAOYSA-N |
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| PubChem = |
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|CASNo_Ref = {{cascite|changed|??}} |
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| SMILES = O=C1CO1}} |
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|CASNo = 42879-41-4 |
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| Section2 = {{Chembox Properties |
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|PubChem = 445391 |
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| Formula = C<sub>2</sub>H<sub>2</sub>O<sub>2</sub> |
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| MolarMass = 58.04 g mol<sup>−1</sup> |
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|Section2={{Chembox Properties |
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|C=2 | H=2 | O=2}} |
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}} |
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'''Acetolactone''' ('''α-acetolactone''') is an ] with formula {{chem|C|2|H|2|O|2}}. It is the smallest member of the ] family but can also be described as the epoxide of ]. The compound was described in 1997 as a transient species in ] experiments.<ref>Detlef Schröder, Norman Goldberg, Waltraud Zummack, ], John C. Poutsma and Robert R. Squires (1997), ''Generation of α-acetolactone and the acetoxyl diradical •CH2COO• in the gas phase''. International Journal of Mass Spectrometry and Ion Processes, volumes 165-166, November issue, pages 71-82. {{doi|10.1016/S0168-1176(97)00150-X}}</ref> |
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Although acetolactone itself has not been isolated in bulk, the related species bis(trifluoromethyl)acetolactone (({{chem|CF|3|)|2|C|2|O|2}}), which has increased electronic stabilisation due to its two ] groups, is known and has a half-life of 8 hours at 25 °C. This compound is prepared by ] of bis(trifluoromethyl)malonyl peroxide.<ref>Waldemar Adam, Ju-Chao Liu, Oswaldo Rodriguez (1973), ''Bis(trifluoromethyl)acetolactone, a Stable α-Lactone''. J. Org. Chem., volume 38, pages 2269–2270 {{doi|10.1021/jo00952a047}}</ref> |
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==See also== |
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*] |
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*] |
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==References== |
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{{reflist}} |
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] |
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] |
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{{heterocyclic-stub}} |