pyrrolidine-2-carboxamide

• ChemBase ID: 119793
• Molecular Formular: C5H10N2O
• Molecular Mass: 114.1457
• Monoisotopic Mass: 114.07931295
• SMILES: C(=O)(C1NCCC1)N
• Canonical SMILES: NC(=O)C1CCCN1
• InChI: InChI=1S/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)
• InChIKey: VLJNHYLEOZPXFW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyrrolidine-2-carboxamide
• IUPAC Traditional name: pyrrolidine-2-carboxamide
• Synonyms: pyrrolidine-2-carboxamide; (±)-2-Pyrrolidinecarboxamide; DL-Proline Amide; Pyrrolidine-2-carboxylic Acid Amide; DL-Prolinamide

Database IDs

• CAS Number: 115630-49-4; 2812-47-7
• MDL Number: MFCD03788250
• PubChem SID: 162108174
• PubChem CID: 550774

CALCULATED PROPERTIES

• Acid pKa: 16.315544
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -4.110417
• LogD (pH = 7.4): -3.255289
• Log P: -0.904084
• Molar Refractivity: 29.8865 cm^3
• Polarizability: 11.95924 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 30 - 32°C
• Hydrophobicity(logP): -0.858

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - P755965

A proline derivative used in DNA catalysts for the aldol reaction between a porphyrin-bearing aldehyde and a ketone.

REFERENCES

• Tang, Z. et al.: ChemBioChem, 9, 1061 (2008)