3-chloro-4-[(3-fluorophenyl)methoxy]aniline

• ChemBase ID: 70764
• Molecular Formular: C13H11ClFNO
• Molecular Mass: 251.6839432
• Monoisotopic Mass: 251.05131988
• SMILES: Nc1cc(c(cc1)OCc1cc(ccc1)F)Cl
• Canonical SMILES: Nc1ccc(c(c1)Cl)OCc1cccc(c1)F
• InChI: InChI=1S/C13H11ClFNO/c14-12-7-11(16)4-5-13(12)17-8-9-2-1-3-10(15)6-9/h1-7H,8,16H2
• InChIKey: AYPFEYDGZDPAPE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-chloro-4-[(3-fluorophenyl)methoxy]aniline
• IUPAC Traditional name: 3-chloro-4-[(3-fluorophenyl)methoxy]aniline
• Synonyms: 3-Chloro-4-[(3-fluorophenyl)methoxy]benzenamine; 3-Chloro-4-[(3-fluorobenzyl)oxy]aniline; 3-Chloro-4-[(3-fluorophenyl)methoxy]aniline; 4-(3-Fluorobenzyloxy)-3-chloroaniline; [3-Chloro-4-(3-fluorobenzyloxy)phenyl]amine; 3-Chloro-4-(3-fluorobenzyloxy)aniline; 3-Chloro-4-((3-fluorobenzyl)oxy)aniline; 3-Chloro-4-[(3-fluorobenzyl)oxy]aniline; 4-(3-fluorobenzyloxy)-3-chlorobenzenamine

Database IDs

• CAS Number: 202197-26-0
• MDL Number: MFCD06809822
• PubChem SID: 162036475
• PubChem CID: 7059263

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.4392445
• LogD (pH = 7.4): 3.4576287
• Log P: 3.4578683
• Molar Refractivity: 66.8554 cm^3
• Polarizability: 25.134842 Å^3
• Polar Surface Area: 35.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Tan Solid
• Melting Point: 79 - 81°C; 80-82°C
• Hydrophobicity(logP): 3.526

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant
• TSCA Listed: false

Product Information

• Purity: 95%; 95+%; 98%

DETAILS

Toronto Research Chemicals - C377650

3-Chloro-4-(3-fluorobenzyloxy)aniline is an intermediate in the synthesis of Lapatinib (L175800).

REFERENCES

• Petrov, K., et al.: Bioorg. Med. Chem. Lett., 16, 4686 (2006)