ethyl 3-(3-methylphenyl)-3-oxopropanoate

• ChemBase ID: 152846
• Molecular Formular: C12H14O3
• Molecular Mass: 206.23776
• Monoisotopic Mass: 206.09429431
• SMILES: CCOC(=O)CC(=O)c1cccc(c1)C
• Canonical SMILES: CCOC(=O)CC(=O)c1cccc(c1)C
• InChI: InChI=1S/C12H14O3/c1-3-15-12(14)8-11(13)10-6-4-5-9(2)7-10/h4-7H,3,8H2,1-2H3
• InChIKey: LLFKVNDSLHMEQC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(3-methylphenyl)-3-oxopropanoate
• IUPAC Traditional name: ethyl 3-(3-methylphenyl)-3-oxopropanoate
• Synonyms: 3-Oxo-3-(m-tolyl)propionic acid ethyl ester; Ethyl 2-(3-methylbenzoyl)acetate; Ethyl 3-oxo-3-(m-tolyl)propanoate; Ethyl 3-oxo-3-(m-tolyl)propionate; Ethyl m-methylbenzoylacetate; Ethyl m-toluoylacetate; Ethyl (3-methylbenzoyl)acetate; (3-甲基苯甲酰基)乙酸乙酯

Database IDs

• CAS Number: 33166-79-9
• MDL Number: MFCD03424816
• PubChem SID: 162246989; 24879802
• PubChem CID: 2760277

CALCULATED PROPERTIES

• Acid pKa: 10.889018
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4392433
• LogD (pH = 7.4): 2.4391046
• Log P: 2.4392452
• Molar Refractivity: 57.3638 cm^3
• Polarizability: 22.118067 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 273-274 °C(lit.)
• Density: 1.083 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5290(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Linear Formula: CH3C6H4COCH2CO2CH2CH3

DETAILS

Sigma Aldrich - 559180

Packaging
1 g in glass bottle
Application
Reactant for:
• Stereoselective ketonization-olefination of indoles by Co/Mn-mediated oxidative cross-coupling of indoles via dioxygen activation1
• Enantioselective Michael reaction2
• SEGPhos-ruthenium-catalyzed asymmetric hydrogenation3