(2R)-1-nitrosoazetidine-2-carboxylic acid

• ChemBase ID: 175434
• Molecular Formular: C4H6N2O3
• Molecular Mass: 130.10204
• Monoisotopic Mass: 130.03784206
• SMILES: N1([C@H](CC1)C(=O)O)N=O
• Canonical SMILES: O=NN1CC[C@@H]1C(=O)O
• InChI: InChI=1S/C4H6N2O3/c7-4(8)3-1-2-6(3)5-9/h3H,1-2H2,(H,7,8)/t3-/m1/s1
• InChIKey: ZRTLYYKIFSGFIC-GSVOUGTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-nitrosoazetidine-2-carboxylic acid
• IUPAC Traditional name: (2R)-1-nitrosoazetidine-2-carboxylic acid
• Synonyms: 1-Nitroso-2(S)-azetidinecarboxylic Acid; N-Nitroso-L-azetidine-2-Carboxylic Acid

Database IDs

• CAS Number: 30248-47-6
• PubChem SID: 164231344
• PubChem CID: 71751120

CALCULATED PROPERTIES

• Acid pKa: 3.5739825
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.3947434
• LogD (pH = 7.4): -3.7644632
• Log P: -0.5425706
• Molar Refractivity: 28.7768 cm^3
• Polarizability: 10.590749 Å^3
• Polar Surface Area: 69.97 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO
• Apperance: Pale Yellow Solid
• Melting Point: 106-107°C (dec)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

REFERENCES

• Lijinsky, W., et al.: Tetrahedron, 26, 5137 (1970)