Out of methylamine and aniline, which is the stronger base, and why?
Solution
Methylamine: the +I methyl pushes electron density onto nitrogen → lone pair readily protonated.
Aniline: the lone pair conjugates with the ring, and the anilinium ion loses that resonance — protonation is resisted.
Hence \textbf{CHNH ≫ CHNH} in basicity (K 4.4×10 vs 4.2×10).
Aniline: the lone pair conjugates with the ring, and the anilinium ion loses that resonance — protonation is resisted.
Hence \textbf{CHNH ≫ CHNH} in basicity (K 4.4×10 vs 4.2×10).
CBSE Class 12 Board · 2002 · Delhi Compartment · Subjective