azetidine-2-carboxylic acid

• ChemBase ID: 63585
• Molecular Formular: C4H7NO2
• Molecular Mass: 101.10388
• Monoisotopic Mass: 101.04767847
• SMILES: C1(C(=O)O)NCC1
• Canonical SMILES: OC(=O)C1CCN1
• InChI: InChI=1S/C4H7NO2/c6-4(7)3-1-2-5-3/h3,5H,1-2H2,(H,6,7)
• InChIKey: IADUEWIQBXOCDZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: azetidine-2-carboxylic acid
• IUPAC Traditional name: azetidine-2-carboxylic acid
• Synonyms: Azetidine-2-carboxylic acid; (+)-2-Azetidinecarboxylic Acid; Azetidine Carboxylic Acid; D,L-Azetidine-2-carboxylic Acid; 2-Azetidinecarboxylic acid

Database IDs

• CAS Number: 2517-04-6; 105443-94-5; 20063-89-2
• MDL Number: MFCD00066660
• PubChem SID: 162029324
• PubChem CID: 17288

CALCULATED PROPERTIES

• Acid pKa: 1.7564697
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -3.0860164
• LogD (pH = 7.4): -3.0861597
• Log P: -3.0859778
• Molar Refractivity: 23.4197 cm^3
• Polarizability: 9.473591 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 194 - 196°C; 200-202°C
• Hydrophobicity(logP): -2.972

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%; 95%; 95+%; 96%

DETAILS

Toronto Research Chemicals - A812490

A four-membered ring analog of L-Proline. A useful intermediate in the synthesis of polypeptides.

REFERENCES

• Barber, M., et al.: Int. J. Pept. Protein Res., 14(3)
• 247 (3)
• Tsai., F.H., et al.: Biopolymers, 30(11-12), 1039 (1990)