4-hydroxypyrrolidin-2-one

• ChemBase ID: 171246
• Molecular Formular: C4H7NO2
• Molecular Mass: 101.10388
• Monoisotopic Mass: 101.04767847
• SMILES: C1(CC(=O)NC1)O
• Canonical SMILES: OC1CC(=O)NC1
• InChI: InChI=1S/C4H7NO2/c6-3-1-4(7)5-2-3/h3,6H,1-2H2,(H,5,7)
• InChIKey: IOGISYQVOGVIEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxypyrrolidin-2-one
• IUPAC Traditional name: 4-hydroxypyrrolidin-2-one
• Synonyms: (+/-)-4-Hydroxypyrrolidone; 4-Hydroxy-2-pyrrolidinone; DL-2-Oxo-4-hydroxy-pyrrolidine; β-Hydroxy-γ-aminobutyrolactam; γ-Amino-β-hydroxybutyric Lactam; rac 4-Hydroxy-2-pyrrolidinone; 4-Hydroxy-2-pyrrolidone; 4-hydroxypyrrolidin-2-one

Database IDs

• CAS Number: 25747-41-5
• MDL Number: MFCD01687254
• PubChem SID: 164227156
• PubChem CID: 152807

CALCULATED PROPERTIES

• Acid pKa: 14.054872
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.4986055
• LogD (pH = 7.4): -1.4986055
• Log P: -1.4986055
• Molar Refractivity: 23.4654 cm^3
• Polarizability: 9.2818985 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 120-122°C
• Hydrophobicity(logP): -1.128

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95%; 95+%

DETAILS

Toronto Research Chemicals - H953080

An intermediate in the preparation of Oxiracetam (O846905).

REFERENCES

• Kondepudi, D., et al.: Science, 250 975 (1990)
• Di Silvestro, G., et al.: J. Pharm. Sci., 82, 758 (1990)