1-(diphenylmethyl)azetidine-2-carboxylic acid

• ChemBase ID: 160950
• Molecular Formular: C17H17NO2
• Molecular Mass: 267.32238
• Monoisotopic Mass: 267.12592879
• SMILES: C1N(C(C1)C(=O)O)C(c1ccccc1)c1ccccc1
• Canonical SMILES: OC(=O)C1CCN1C(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C17H17NO2/c19-17(20)15-11-12-18(15)16(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10,15-16H,11-12H2,(H,19,20)
• InChIKey: UKLYVGBEYKTNBH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(diphenylmethyl)azetidine-2-carboxylic acid
• IUPAC Traditional name: 1-(diphenylmethyl)azetidine-2-carboxylic acid
• Synonyms: N-Benzhydryl-azetidine-2-carboxylic Acid; 1-(Diphenylmethyl)-2-azetidinecarboxylic Acid; 1-Benzhydrylazetidine-2-carboxylic Acid

Database IDs

• CAS Number: 65219-11-6
• PubChem SID: 162255085
• PubChem CID: 9903462

CALCULATED PROPERTIES

• Acid pKa: 1.678632
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.54957044
• LogD (pH = 7.4): 0.54396427
• Log P: 0.5495025
• Molar Refractivity: 77.6098 cm^3
• Polarizability: 30.439114 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B194870

An intermediate in the synthesis of high molecular weight polypeptides.

REFERENCES

• Fowden, L., et al.: Nature, 176, 347 (1955)
• Balaji, V.N., et al.: Biochem. Biophys. Res. Commun., 140, 895 (1955)