(2S)-pyrrolidine-2-carboxamide

• ChemBase ID: 69672
• Molecular Formular: C5H10N2O
• Molecular Mass: 114.1457
• Monoisotopic Mass: 114.07931295
• SMILES: C(=O)([C@H]1NCCC1)N
• Canonical SMILES: NC(=O)[C@@H]1CCCN1
• InChI: InChI=1S/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)/t4-/m0/s1
• InChIKey: VLJNHYLEOZPXFW-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-pyrrolidine-2-carboxamide
• IUPAC Traditional name: prolinamide
• Synonyms: L-Prolinamide; (2S)-2-Carbamoylpyrrolidine; (2S)-Pyrrolidine-2-carboxamide; L-Prolinamide; L-Prolinamide; H-Pro-NH2; (S)-Pyrrolidine-2-carboxamide; L-(-)-Prolinamide; (2S)-2-Pyrrolidinecarboxamide; (-)-Prolinamide; (2S)-Pyrrolidine-2-carboxylic Acid Amide; (S)-2-(Aminocarbonyl)pyrrolidine; (S)-Prolinamide; (S)-Proline Amide; L-脯氨酰胺; L-(-)-脯氨酰胺

Database IDs

• CAS Number: 7531-52-4
• EC Number: 231-397-0
• MDL Number: MFCD00005253
• Beilstein Number: 80807
• PubChem SID: 24857262; 162035398; 24887890
• PubChem CID: 111306

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

• Apperance: Off-White Solid
• Melting Point: 95-97 °C(lit.); 95-97°C; 95-99°C; 98-100 °C
• Optical Rotation: [α]20/D -106±3°, c = 2% in ethanol; [α]20/D -106°, c = 2 in ethanol; -105 (c=2 in ethanol)

Safety Information

• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (CHN); 95+%; 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C5H10N2O

DETAILS

MP Biomedicals - 02156377

Free Base
Crystalline

Sigma Aldrich - 287059

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - P755975

Proline based organocatalyst.

REFERENCES

• Alberg, D., et al.: Bioorg. Med. Chem. Lett., 19, 3888 (2009)
• Huang, X., et al.: J. Phys. Chem., 114, 1068 (2009)