ethyl 3-(3-methoxyphenyl)-3-oxopropanoate

• ChemBase ID: 152847
• Molecular Formular: C12H14O4
• Molecular Mass: 222.23716
• Monoisotopic Mass: 222.08920893
• SMILES: CCOC(=O)CC(=O)c1cccc(c1)OC
• Canonical SMILES: CCOC(=O)CC(=O)c1cccc(c1)OC
• InChI: InChI=1S/C12H14O4/c1-3-16-12(14)8-11(13)9-5-4-6-10(7-9)15-2/h4-7H,3,8H2,1-2H3
• InChIKey: FDPPVAYPZOORBP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(3-methoxyphenyl)-3-oxopropanoate
• IUPAC Traditional name: ethyl 3-(3-methoxyphenyl)-3-oxopropanoate
• Synonyms: ethyl 3-(3-methoxyphenyl)-3-oxopropanoate; m-Anisoyl-acetic acid ethyl ester; Ethyl 3-(3-methoxyphenyl)-3-oxopropanoate; Ethyl m-anisoylacetate; Ethyl (3-methoxybenzoyl)acetate; (3-甲氧基苯甲酰)乙酸乙酯

Database IDs

• CAS Number: 27834-99-7
• MDL Number: MFCD00086704
• PubChem SID: 24879809; 162246990
• PubChem CID: 2759696

CALCULATED PROPERTIES

• Acid pKa: 10.551145
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.7681487
• LogD (pH = 7.4): 1.7678462
• Log P: 1.7681525
• Molar Refractivity: 58.7858 cm^3
• Polarizability: 22.890665 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: >268 °C(lit.)
• Density: 1.146 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5360(lit.)
• Hydrophobicity(logP): 2.102

Safety Information

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

Product Information

• Purity: 95%
• Linear Formula: CH3OC6H4COCH2CO2CH2CH3

DETAILS

Sigma Aldrich - 559253

Packaging
1, 5 g in glass bottle
Application
Reactant involved in:
• Stereoselective ketonization-olefination of indoles1
• Lewis base catalyzed hydrosilylation2 and sequential reactions3,4
• Asymmetric hydrogenation5
• Organocatalytic reduction by trichlorosilane6