ethyl 3-(4-methylphenyl)-3-oxopropanoate

• ChemBase ID: 152841
• Molecular Formular: C12H14O3
• Molecular Mass: 206.23776
• Monoisotopic Mass: 206.09429431
• SMILES: CCOC(=O)CC(=O)c1ccc(cc1)C
• Canonical SMILES: CCOC(=O)CC(=O)c1ccc(cc1)C
• InChI: InChI=1S/C12H14O3/c1-3-15-12(14)8-11(13)10-6-4-9(2)5-7-10/h4-7H,3,8H2,1-2H3
• InChIKey: GEQMJBPKCOZHMV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(4-methylphenyl)-3-oxopropanoate
• IUPAC Traditional name: ethyl 3-(4-methylphenyl)-3-oxopropanoate
• Synonyms: Ethyl 3-(4-methylphenyl)-3-oxopropanoate; Ethyl 3-oxo-3-(4-tolyl)propionate; NSC 158544; Ethyl (4-methylbenzoyl)acetate; (4-甲基苯甲酰基)乙酸乙酯

Database IDs

• CAS Number: 27835-00-3
• MDL Number: MFCD03424815
• PubChem SID: 162246984; 24879791
• PubChem CID: 292637

CALCULATED PROPERTIES

• Acid pKa: 10.931437
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4392436
• LogD (pH = 7.4): 2.4391174
• Log P: 2.4392452
• Molar Refractivity: 57.3638 cm^3
• Polarizability: 22.118013 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 244-245 °C(lit.)
• Density: 1.056 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5315(lit.)

Safety Information

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

Product Information

• Linear Formula: CH3C6H4COCH2CO2CH2CH3

DETAILS

Sigma Aldrich - 559067

Packaging
1, 5 g in glass bottle
Application
Reactant involved in:
• Oxidative cross-coupling with indoles1
• Electrophilic / nucleophilic halogenation2
• Cyclization with alkynyl ketones3
• Lewis base catalyzed hydrosilylation4
• Stereoselective reduction5
• Intramolecular Michael addition reactions6