ethyl 5-(4-methylbenzenesulfonyl)-3-oxopentanoate

• ChemBase ID: 142819
• Molecular Formular: C14H18O5S
• Molecular Mass: 298.35472
• Monoisotopic Mass: 298.08749468
• SMILES: CCOC(=O)CC(=O)CCS(=O)(=O)c1ccc(cc1)C
• Canonical SMILES: CCOC(=O)CC(=O)CCS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C14H18O5S/c1-3-19-14(16)10-12(15)8-9-20(17,18)13-6-4-11(2)5-7-13/h4-7H,3,8-10H2,1-2H3
• InChIKey: APRUPJUUTCSBAE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 5-(4-methylbenzenesulfonyl)-3-oxopentanoate
• IUPAC Traditional name: ethyl 5-(4-methylbenzenesulfonyl)-3-oxopentanoate
• Synonyms: 5-[(4-Methylphenyl)sulfonyl]-3-oxopentanoic acid ethyl ester; Ethyl 5-[(4-methylphenyl)sulfonyl]-3-oxopentanoate; 5-[(4-甲苯基)磺酰]-3-氧代戊酸乙酯

Database IDs

• CAS Number: 1093348-62-9
• MDL Number: MFCD15144875
• PubChem SID: 162237045
• PubChem CID: 71310786

CALCULATED PROPERTIES

• Acid pKa: 9.348664
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.1519887
• LogD (pH = 7.4): 2.147193
• Log P: 1.918717
• Molar Refractivity: 75.2167 cm^3
• Polarizability: 30.010218 Å^3
• Polar Surface Area: 77.51 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 42-46 °C
• Flash Point: >110 °C; >230 °F

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: nwg
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H318
• GHS Precautionary statements: P280-P305 + P351 + P338

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C14H18O5S

DETAILS

Sigma Aldrich - 718327

Packaging
1 g in glass bottle
Application
Reactant for:
• Preparation of the Nazarov reagent via base-induced β-elimination reaction1