5-methoxypyrrolidin-2-one

• ChemBase ID: 173154
• Molecular Formular: C5H9NO2
• Molecular Mass: 115.13046
• Monoisotopic Mass: 115.06332853
• SMILES: C1CC(NC1=O)OC
• Canonical SMILES: COC1CCC(=O)N1
• InChI: InChI=1S/C5H9NO2/c1-8-5-3-2-4(7)6-5/h5H,2-3H2,1H3,(H,6,7)
• InChIKey: VULIHENHKGDFAB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methoxypyrrolidin-2-one
• IUPAC Traditional name: 5-methoxypyrrolidin-2-one
• Synonyms: 5-Methoxy-2-pyrrolidinone; Pterolactam; 5-Methoxy-2-oxopyrrolidine; 5-Methoxy-2-pyrrolidone; 5-Methoxy-2-pyrrolidinone

Database IDs

• CAS Number: 63853-74-7; 38072-88-7
• PubChem SID: 164229064
• PubChem CID: 181561

CALCULATED PROPERTIES

• Acid pKa: 10.9723425
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.5294095
• LogD (pH = 7.4): -0.5295112
• Log P: -0.5294082
• Molar Refractivity: 28.1494 cm^3
• Polarizability: 11.166473 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Oil; White to Off-White Solid
• Melting Point: 52-55°C
• Boiling Point: 87-90°C@0.14Hg

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M267200

An intermediate in the synthesis of γ-lactam analogs of penems and carbapenems.

REFERENCES

• Kawada, A., et al.: Chem. Pharm. Bull., 50, 380 (2002)