| Identification | Back Directory | [Name]
Ethyl 3-oxobutanoate sodium salt | [CAS]
15933-07-0 | [Synonyms]
Ai3-08324
Einecs 240-071-7
2-Oxobutyric acid ethyl ester
Ethyl acetoacetate sodium salt
2-Oxobutanoic acid ethyl ester
2-ketobutyric acid ethyl ester
Ethyl 3-oxobutanoate sodium salt
Butanoic acid, 2-oxo-, ethyl ester
ethyl 2-oxobutanoate(SALTDATA: FREE) | [EINECS(EC#)]
240-071-7 | [Molecular Formula]
C6H9NaO3 | [MDL Number]
MFCD03265336 | [MOL File]
15933-07-0.mol | [Molecular Weight]
152.12 |
| Chemical Properties | Back Directory | [Melting point ]
168 ºC (DEC.) | [Boiling point ]
162.05°C (estimate) | [density ]
1.1066 (rough estimate) | [refractive index ]
1.4730 (estimate) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid | [color ]
Pale yellow | [InChI]
InChI=1S/C6H10O3/c1-3-5(7)6(8)9-4-2/h3-4H2,1-2H3 | [InChIKey]
FJAKCEHATXBFJT-UHFFFAOYSA-N | [SMILES]
C(OCC)(=O)C(=O)CC | [CAS DataBase Reference]
15933-07-0 |
| Hazard Information | Back Directory | [Uses]
Ethyl 2-oxobutanoate | [Synthesis]
b. Sulfuric acid (1 mL) was slowly added to a solution of 2-oxobutanoic acid (6.0 g, 58.8 mmol) in ethanol (100 mL) at room temperature. The reaction mixture was heated to reflux and stirred continuously for 4 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was diluted with distilled water (50 mL) and the pH was adjusted with 1 N sodium hydroxide solution to about 7. Subsequently, extraction was performed with ethyl acetate (100 mL × 3). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated to give ethyl 2-oxobutyrate (7.5 g, 98% yield). The product was confirmed by electrospray mass spectrometry (ESI MS), m/z 131 [M + H]+. | [References]
[1] Patent: US2012/178748, 2012, A1. Location in patent: Page/Page column 52-53
[2] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 5, p. 1329 - 1331
[3] Journal of Organic Chemistry, 1988, vol. 53, # 11, p. 2589 - 2593
[4] Journal of Medicinal Chemistry, 2016, vol. 59, # 3, p. 1116 - 1139
[5] Tetrahedron, 2013, vol. 69, # 2, p. 474 - 480 |
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