ethyl 3-(2-bromophenyl)-3-oxopropanoate

• ChemBase ID: 152998
• Molecular Formular: C11H11BrO3
• Molecular Mass: 271.10724
• Monoisotopic Mass: 269.98915621
• SMILES: CCOC(=O)CC(=O)c1ccccc1Br
• Canonical SMILES: CCOC(=O)CC(=O)c1ccccc1Br
• InChI: InChI=1S/C11H11BrO3/c1-2-15-11(14)7-10(13)8-5-3-4-6-9(8)12/h3-6H,2,7H2,1H3
• InChIKey: IFSMFGOJDWUHEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(2-bromophenyl)-3-oxopropanoate
• IUPAC Traditional name: ethyl 3-(2-bromophenyl)-3-oxopropanoate
• Synonyms: Ethyl (2-bromobenzoyl)acetate; (2-溴苯甲酰)乙酸乙酯

Database IDs

• CAS Number: 50671-05-1
• MDL Number: MFCD03424813
• PubChem SID: 24879793; 162247139
• PubChem CID: 2757148

CALCULATED PROPERTIES

• Acid pKa: 9.474648
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6945305
• LogD (pH = 7.4): 2.690937
• Log P: 2.6945765
• Molar Refractivity: 59.9454 cm^3
• Polarizability: 23.22974 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Density: 1.417 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5545(lit.)

Safety Information

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

Product Information

• Purity: ≥95%
• Linear Formula: BrC6H4COCH2CO2C2H5

DETAILS

Sigma Aldrich - 559083

Packaging
1, 5 g in glass bottle
Application
Reactant for preparation of:
• Cambinol analogs as sirtuin inhibitors with antitumor action1
• Quinolones and indoles by cyclodehydration2
• N-allyl/propargyl enamine carboxylates3