1-azido-3-(naphthalen-1-yloxy)propan-2-ol

• ChemBase ID: 161068
• Molecular Formular: C13H13N3O2
• Molecular Mass: 243.26122
• Monoisotopic Mass: 243.10077667
• SMILES: N(=[N+]=[N-])CC(COc1cccc2ccccc12)O
• Canonical SMILES: [N-]=[N+]=NCC(COc1cccc2c1cccc2)O
• InChI: InChI=1S/C13H13N3O2/c14-16-15-8-11(17)9-18-13-7-3-5-10-4-1-2-6-12(10)13/h1-7,11,17H,8-9H2
• InChIKey: GSSYVTMHROMKAE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-azido-3-(naphthalen-1-yloxy)propan-2-ol
• IUPAC Traditional name: 1-azido-3-(naphthalen-1-yloxy)propan-2-ol
• Synonyms: (+/-)-1-Azido-3-(1-naphthalenyloxy)-2-propanol; rac-1-Azido-3-(1-naphthalenyloxy)-2-propanol

Database IDs

• CAS Number: 87102-64-5
• PubChem SID: 162255203
• PubChem CID: 10728923

CALCULATED PROPERTIES

• Acid pKa: 13.875148
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.1909132
• LogD (pH = 7.4): 2.190913
• Log P: 2.3049588
• Molar Refractivity: 67.5187 cm^3
• Polarizability: 26.906345 Å^3
• Polar Surface Area: 58.89 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane

DETAILS

Toronto Research Chemicals - A919900

Intermediate in the preparation of Propranolol.

REFERENCES

• Oatis, J., et al.: J. Med. Chem., 26, 1687 (1983)