4-(2H3)methoxy-2-nitroaniline

• ChemBase ID: 173066
• Molecular Formular: C7H8N2O3
• Molecular Mass: 168.15002
• Monoisotopic Mass: 168.05349213
• SMILES: c1(ccc(c(c1)[N+](=O)[O-])N)OC
• Canonical SMILES: COc1ccc(c(c1)[N+](=O)[O-])N
• InChI: InChI=1S/C7H8N2O3/c1-12-5-2-3-6(8)7(4-5)9(10)11/h2-4H,8H2,1H3
• InChIKey: QFMJFXFXQAFGBO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(^2H₃)methoxy-2-nitroaniline
• IUPAC Traditional name: 4-(^2H₃)methoxy-2-nitroaniline
• Synonyms: 4-Methoxy-2-nitrobenzenamine; 2-Nitro-p-anisidine; 1-Amino-2-nitro-4-methoxybenzene; 2-Nitro-4-methoxyaniline; 4-Methoxy-2-nitrophenylamine; NSC 5509; 4-Methoxy-2-nitroaniline-d3

Database IDs

• CAS Number: 922730-95-8
• PubChem SID: 164228976
• PubChem CID: 45039728

CALCULATED PROPERTIES

• Acid pKa: 17.095308
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5766287
• LogD (pH = 7.4): 1.5766327
• Log P: 1.5766327
• Molar Refractivity: 44.5463 cm^3
• Polarizability: 15.917039 Å^3
• Polar Surface Area: 81.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Red Solid

DETAILS

Toronto Research Chemicals - M264752

Labelled 4-Methoxy-2-nitroaniline is used in the preparation of isotopically substituted benzimidazoles as proton pump inhibitors.

REFERENCES

• Arne, B., et al.: Acta Chemica Scandinavica, 43, 595 (1989)