CBSE Class 12 · 2002 · Delhi Compartment · Compounds Containing NitrogenVery Short Answer

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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).

CBSE Class 12 Board · 2002 · Delhi Compartment · Subjective

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