ethyl (2S)-2-hydroxy-4-oxo-4-phenylbutanoate

• ChemBase ID: 156285
• Molecular Formular: C12H14O4
• Molecular Mass: 222.23716
• Monoisotopic Mass: 222.08920893
• SMILES: CCOC(=O)[C@H](CC(=O)c1ccccc1)O
• Canonical SMILES: CCOC(=O)[C@H](CC(=O)c1ccccc1)O
• InChI: InChI=1S/C12H14O4/c1-2-16-12(15)11(14)8-10(13)9-6-4-3-5-7-9/h3-7,11,14H,2,8H2,1H3/t11-/m0/s1
• InChIKey: HEWAMPODKFTBJZ-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-hydroxy-4-oxo-4-phenylbutanoate
• IUPAC Traditional name: ethyl (2S)-2-hydroxy-4-oxo-4-phenylbutanoate
• Synonyms: (+)-Ethyl (S)-2-hydroxy-4-oxo-4-phenylbutyrate; (+)-(S)-2-羟基-4-氧代-4-苯基丁酸乙酯

Database IDs

• CAS Number: 243658-52-8
• MDL Number: MFCD03490502
• Beilstein Number: 2695594
• PubChem SID: 162250423
• PubChem CID: 11413392

CALCULATED PROPERTIES

• Acid pKa: 11.708882
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1432993
• LogD (pH = 7.4): 1.1432784
• Log P: 1.1432996
• Molar Refractivity: 58.21 cm^3
• Polarizability: 22.836666 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 35-38 °C
• Optical Rotation: [α]20/D +5.5±0.5°, c = 1% in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (sum of enantiomers, HPLC)
• Grade: purum
• Optical Purity: enantiomeric ratio: ≥99:1 (HPLC)
• Empirical Formula (Hill Notation): C12H14O4