| Revision as of 11:54, 23 November 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 455758515 of page Levulinic_acid for the Chem/Drugbox validation project (updated: 'ChEMBL'). |
Latest revision as of 17:50, 3 April 2022 edit 1234qwer1234qwer4 (talk | contribs)Extended confirmed users, Page movers197,942 editsm correct param for MOS:REFSPACE (cf. Special:Diff/1065499921) (via WP:JWB) |
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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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| Name = Ethyl levulinate |
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| ImageFile = Ethyl levulinate.svg |
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| verifiedrevid = 402200795 |
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| Reference =<ref>''The Merck Index'', (2013), Monograph '''M5144''', O'Neil: The Royal Society of Chemistry. Available online at: https://www.rsc.org/Merck-Index/monograph/m5144</ref> |
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| Name = Levulinic acid |
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| PIN = Ethyl 4-oxopentanoate |
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| Reference = <ref>'']'', 11th Edition, '''5352'''</ref> |
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| OtherNames = Ethyl levulate<br>Ethyl laevulinate<br>Ethyl 4-ketovalerate<br>Ethyl 3-acetylpropionate<br>Ethyl 4-oxovalerate<br>Ethyl ketovalerate |
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| ImageFile = Levulinic Acid Structural Formulae.svg |
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| ImageSize = 180px |
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| ImageName = Skeletal formula |
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| ImageFile1 = Levulinic-acid-3D-balls.png |
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| ImageName1 = Ball-and-stick model |
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| IUPACName = 4-Oxopentanoic acid |
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| OtherNames = Levulinic acid, Laevulinic acid, β-Acetylpropionic acid, 3-Acetopropionic acid, β-acetylpropionic acid, γ-ketovaleric acid, 4-oxopentanoic acid |
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| Section1 = {{Chembox Identifiers |
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| Section1 = {{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 11091 |
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| ChemSpiderID = 13853514 |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL = <!-- blanked - oldvalue: 1235931 --> |
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| ChEMBL = 1235931 |
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| PubChem = 11579 |
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| PubChem = 10883 |
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| EC_number = 208-728-2 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = RYX5QG61EI |
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| UNII = 7BU24CSS2G |
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| InChI = 1/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8) |
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| InChI = 1S/C7H12O3/c1-3-10-7(9)5-4-6(2)8/h3-5H2,1-2H3 |
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| InChIKey = JOOXCMJARBKPKM-UHFFFAOYAR |
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| InChIKey = GMEONFUTDYJSNV-UHFFFAOYSA-N |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8) |
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| StdInChI = 1S/C7H12O3/c1-3-10-7(9)5-4-6(2)8/h3-5H2,1-2H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = JOOXCMJARBKPKM-UHFFFAOYSA-N |
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| StdInChIKey = GMEONFUTDYJSNV-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 123-76-2 |
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| CASNo = 539-88-8 |
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| SMILES = CCOC(=O)CCC(=O)C |
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| DrugBank_Ref = {{drugbankcite|changed|drugbank}} |
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| DrugBank = DB02239 |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = 45630 |
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| SMILES = CC(=O)CCC(=O)O |
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| Section2 = {{Chembox Properties |
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| Section2 = {{Chembox Properties |
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| C=7|H=12|O=3 |
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| Formula = C<sub>5</sub>H<sub>8</sub>O<sub>3</sub> |
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| MolarMass = 116.11 g/mol |
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| Density = 1.016 g/cm<sup>3</sup> |
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| MeltingPtC = 25 |
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| Density = 1.1447 g/cm<sup>3</sup> |
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| MeltingPt_ref = <ref>{{Cite web | url = http://www.hmdb.ca/metabolites/HMDB0040433 | title = Metabocard for Ethyl levulinate | publisher = Human Metabolite Database}}</ref> |
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| MeltingPt = 33-35 °C |
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| BoilingPtC = 203 to 205 |
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| BoilingPt = 245-246 °C |
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}} |
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| verifiedrevid = 462091509 |
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'''Ethyl levulinate''' is an ] with the formula CH<sub>3</sub>C(O)CH<sub>2</sub>CH<sub>2</sub>C(O)OC<sub>2</sub>H<sub>5</sub>. It is an ester derived from the ] ]. Ethyl levulinate can also be obtained by reaction between ] and ].<ref>{{Cite journal|last=Leal Silva|first=Jean Felipe|last2=Grekin|first2=Rebecca|last3=Mariano|first3=Adriano Pinto|last4=Maciel Filho|first4=Rubens|title=Making Levulinic Acid and Ethyl Levulinate Economically Viable: A Worldwide Technoeconomic and Environmental Assessment of Possible Routes|journal=Energy Technology|volume=6|issue=4|language=en|pages=613–639|doi=10.1002/ente.201700594|issn=2194-4296|year=2018}}</ref> These two synthesis options make ethyl levulinate a viable ] option, since both precursors can be obtained from ]: levulinic acid from 6-carbon polymerized sugars such as ], and ] from 5-carbon polymerized sugars such as ] and ]. |
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== References == |
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{{reflist}} |
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] |
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] |
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{{ester-stub}} |