ethyl 3-(3-bromophenyl)-3-oxopropanoate

• ChemBase ID: 152989
• Molecular Formular: C11H11BrO3
• Molecular Mass: 271.10724
• Monoisotopic Mass: 269.98915621
• SMILES: CCOC(=O)CC(=O)c1cccc(c1)Br
• Canonical SMILES: CCOC(=O)CC(=O)c1cccc(c1)Br
• InChI: InChI=1S/C11H11BrO3/c1-2-15-11(14)7-10(13)8-4-3-5-9(12)6-8/h3-6H,2,7H2,1H3
• InChIKey: JSVMCOQPWKQNGU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(3-bromophenyl)-3-oxopropanoate
• IUPAC Traditional name: ethyl 3-(3-bromophenyl)-3-oxopropanoate
• Synonyms: 3-Bromo-β-oxo-benzenepropanoic acid ethyl ester; Ethyl 3-(3-bromophenyl)-3-oxopropanoate; Ethyl (3-bromobenzoyl)acetate; (3-溴苯甲酰)乙酸乙酯

Database IDs

• CAS Number: 21575-91-7
• MDL Number: MFCD03424812
• PubChem SID: 162247130; 24879810
• PubChem CID: 179368

CALCULATED PROPERTIES

• Acid pKa: 10.63163
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6945732
• LogD (pH = 7.4): 2.6943219
• Log P: 2.6945765
• Molar Refractivity: 59.9454 cm^3
• Polarizability: 23.227154 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 255-256 °C(lit.)
• Density: 1.416 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.565(lit.)

Safety Information

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

Product Information

• Purity: 95%
• Linear Formula: BrC6H4COCH2CO2C2H5

DETAILS

Sigma Aldrich - 559261

Packaging
1, 5 g in glass bottle
Application
Reactant involved in synthesis of:
• Aroylbenzoxepinones for analgesic activity1
• (Heteroaryl)(carboxamido)arylpyrrole derivatives with Cdc7 kinase inhibitory activity2
• Cambinol analogs for sirtuin inhibition and antitumor activity3
• TunePhos-type diphosphine ligands via asymmetric hydrogenation4