4-(benzyloxy)-2-nitroaniline

• ChemBase ID: 161831
• Molecular Formular: C13H12N2O3
• Molecular Mass: 244.24598
• Monoisotopic Mass: 244.08479225
• SMILES: c1cc(cc(c1N)[N+](=O)[O-])OCc1ccccc1
• Canonical SMILES: [O-][N+](=O)c1cc(OCc2ccccc2)ccc1N
• InChI: InChI=1S/C13H12N2O3/c14-12-7-6-11(8-13(12)15(16)17)18-9-10-4-2-1-3-5-10/h1-8H,9,14H2
• InChIKey: JGVXQZRIRQLMHA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(benzyloxy)-2-nitroaniline
• IUPAC Traditional name: 4-(benzyloxy)-2-nitroaniline
• Synonyms: 2-Nitro-4-(phenylmethoxy)benzenamine; Aniline, 4-(benzyloxy)-2-nitro- (8CI); (4-Benzyloxy-2-nitrophenyl)amine; 2-Nitro-4-(benzyloxy)aniline; 4-(Benzyloxy)-2-nitroaniline; NSC 93775; 4-Benzyloxy-2-nitroaniline

Database IDs

• CAS Number: 26697-35-8
• PubChem SID: 162255966
• PubChem CID: 261497

CALCULATED PROPERTIES

• Acid pKa: 17.046535
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.3011007
• LogD (pH = 7.4): 3.3011057
• Log P: 3.301106
• Molar Refractivity: 69.1589 cm^3
• Polarizability: 25.440655 Å^3
• Polar Surface Area: 81.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Red Solid
• Melting Point: 136-138°C

Safety Information

• Storage Condition: Refrigerator

REFERENCES

• Wang, L., et al.: J. Med. Chem., 50, 4162 (2007)