ethyl 3-(4-chlorophenyl)-3-oxopropanoate

• ChemBase ID: 152993
• Molecular Formular: C11H11ClO3
• Molecular Mass: 226.65624
• Monoisotopic Mass: 226.03967189
• SMILES: CCOC(=O)CC(=O)c1ccc(cc1)Cl
• Canonical SMILES: CCOC(=O)CC(=O)c1ccc(cc1)Cl
• InChI: InChI=1S/C11H11ClO3/c1-2-15-11(14)7-10(13)8-3-5-9(12)6-4-8/h3-6H,2,7H2,1H3
• InChIKey: DGCZHKABHPDNCC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(4-chlorophenyl)-3-oxopropanoate
• IUPAC Traditional name: ethyl 3-(4-chlorophenyl)-3-oxopropanoate
• Synonyms: 3-(4-Chlorophenyl)-3-oxopropanoic acid ethyl ester; Ethyl 3-(4-chlorophenyl)-3-oxopropanoate; NSC 406743; Ethyl (4-chlorobenzoyl)acetate; ethyl 3-(4-chlorophenyl)-3-oxopropanoate; (4-氯苯甲酰基)乙酸乙酯

Database IDs

• CAS Number: 2881-63-2
• MDL Number: MFCD00018713
• PubChem SID: 24879805; 162247134
• PubChem CID: 101336

CALCULATED PROPERTIES

• Acid pKa: 10.610937
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.529865
• LogD (pH = 7.4): 2.5296016
• Log P: 2.5298684
• Molar Refractivity: 57.1274 cm^3
• Polarizability: 22.263731 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 268-269 °C(lit.)
• Density: 1.218 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5500(lit.)
• Hydrophobicity(logP): 2.67

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%
• Linear Formula: ClC6H4COCH2CO2C2H5

DETAILS

Sigma Aldrich - 559210

Packaging
1, 5 g in glass bottle
Application
Reactant involved in:
• Tandem condensation-cyclization reactions1
• Stereoselective ketonization-olefination of indoles2
• Synthesis of antiplasmodial agents3
• SIRT 1/2 inhibitor preparation for use as antitumor agents4
• Synthesis of mineralocorticoid receptor antagonists5
• Intramolecular Michael addition reactions6