Key Exam Tip:
Basicity Order of Amines:
• Aliphatic amines (like alkylamines, benzylamine) are generally more basic than aromatic amines (like aniline).
• Electron-donating groups (like -CH$_3$, -OCH$_3$) on the aromatic ring increase basicity of aromatic amines.
• Electron-withdrawing groups (like -NO$_2$, -Cl) on the aromatic ring decrease basicity of aromatic amines.
• Resonance delocalization of the lone pair on nitrogen significantly reduces basicity.
Benzylamine has a localized lone pair on nitrogen due to the intervening CH$_2$ group, making it the strongest base here.