ethyl 3-(4-nitrophenyl)-3-oxopropanoate

• ChemBase ID: 38198
• Molecular Formular: C11H11NO5
• Molecular Mass: 237.20874
• Monoisotopic Mass: 237.06372246
• SMILES: c1(ccc(cc1)C(=O)CC(=O)OCC)[N+](=O)[O-]
• Canonical SMILES: CCOC(=O)CC(=O)c1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C11H11NO5/c1-2-17-11(14)7-10(13)8-3-5-9(6-4-8)12(15)16/h3-6H,2,7H2,1H3
• InChIKey: NGRXSVFCLHVGKU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(4-nitrophenyl)-3-oxopropanoate
• IUPAC Traditional name: ethyl 3-(4-nitrophenyl)-3-oxopropanoate
• Synonyms: ETHYL p-NITROBENZOYLACETATE; Ethyl 3-(4-nitrophenyl)-3-oxopropanoate; 4-Nitrobenzoylacetic acid ethyl ester; (p-Nitrobenzoyl)acetic acid ethyl ester; Ethyl 3-oxo-3-(4-nitrophenyl)propanoate; NSC 62134; Ethyl 4-nitrobenzoylacetate; 4-硝基苯甲酰乙酸乙酯

Database IDs

• CAS Number: 838-57-3
• EC Number: 212-656-7
• MDL Number: MFCD00007357
• Beilstein Number: 1124763
• PubChem SID: 161001505; 24894540
• PubChem CID: 13281

CALCULATED PROPERTIES

• Acid pKa: 10.059501
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.865796
• LogD (pH = 7.4): 1.8648584
• Log P: 1.865808
• Molar Refractivity: 58.6431 cm^3
• Polarizability: 22.319183 Å^3
• Polar Surface Area: 86.51 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 68-73°C; 71-73 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• RTECS: AJ1073500
• German water hazard class: 2
• TSCA Listed: false; 是

Product Information

• Purity: 97%
• Linear Formula: O2NC6H4COCH2CO2C2H5

DETAILS

MP Biomedicals - 05201906

MP Biomedicals Rare Chemical collection

Sigma Aldrich - E41206

Packaging
25 g in poly bottle
5 g in glass bottle
Application
Reactant involved in:
• Synthesis of β-1,3-dicarbonyl aldehydes via oxidation1
• Knoevenagel condensation using a lysine catalyst2
• Cycloisomerization fo rthe synthesis of trisubstituted furans3
• Fluorination by HF and iodosylbenzene4
• Intramolecular Michael addition reactions for synthesis of benzylbutyrolactones5
• Synthesis of diols via reduction of aromatic and aliphatic ketos esters6
• Cross-coupling reactions for stereoselective synthesis of unsymmetrical 1,4-enediones7