ethyl 3-methyl-4-oxobut-2-enoate

• ChemBase ID: 152453
• Molecular Formular: C7H10O3
• Molecular Mass: 142.1525
• Monoisotopic Mass: 142.06299418
• SMILES: CCOC(=O)/C=C(\C)/C=O
• Canonical SMILES: C/C(=C\C(=O)OCC)/C=O
• InChI: InChI=1S/C7H10O3/c1-3-10-7(9)4-6(2)5-8/h4-5H,3H2,1-2H3
• InChIKey: YLFXEUMFBVGYEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-methyl-4-oxobut-2-enoate; ethyl (2E)-3-methyl-4-oxobut-2-enoate
• IUPAC Traditional name: ethyl 3-methyl-4-oxobut-2-enoate; ethyl (2E)-3-methyl-4-oxobut-2-enoate
• Synonyms: Ethyl trans-γ-oxosenecioate; Ethyl trans-3-methyl-4-oxo-2-butenoate; Ethyl 3-methyl-4-oxocrotonate; (E)-3-Methyl-4-oxo-2-butenoic Acid Ethyl Ester; 3-Methyl-fumaraldehydic Acid Ethyl Ester; Ethyl (2E)-3-Methyl-4-oxobut-2-enoate; Ethyl trans-3-Methyl-4-oxocrotonate; 反式-3-甲基-4-氧代-2-丁烯酸乙酯; 3-甲基-4-氧代巴豆酸乙酯

Database IDs

• CAS Number: 62054-49-3
• MDL Number: MFCD00043412
• Beilstein Number: 1704098
• PubChem SID: 162246598; 24885726
• PubChem CID: 6009828

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.93205523
• LogD (pH = 7.4): 0.93205523
• Log P: 0.93205523
• Molar Refractivity: 37.5564 cm^3
• Polarizability: 14.252628 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Light Yellow Oil
• Boiling Point: 195-202 °C(lit.)
• Flash Point: 109 °C; 228.2 °F
• Density: 1.044 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.461

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC)
• Empirical Formula (Hill Notation): C7H10O3

DETAILS

Sigma Aldrich - 68259

Other Notes
C5-aldehydic ester useful for the synthesis of isoprenoids by Wittig reaction1
Packaging
50 mL in glass bottle

Toronto Research Chemicals - E921985

Derivative of monoenoic and trienoic analogs of Sorbic Acid with antifungal activity.

REFERENCES

• Guerin, J. et al.: Annales Pharmaceutiques Francaises 44, 373 (1987)