Account for any two of the following:
a) Amines are basic substances while amides are neutral.
b) Aromatic amines are weaker bases than aliphatic amines.
a) Amines are basic substances while amides are neutral.
b) Aromatic amines are weaker bases than aliphatic amines.
Solution
(a) In R–CO–NH the nitrogen lone pair delocalises onto the carbonyl oxygen, so it cannot accept a proton — amides are neutral; in amines the lone pair is fully available — basic.
(b) Aromatic amines share the lone pair with the π-ring and their conjugate acids forfeit that resonance — so ArNH ≪ RNH in basic strength.
(b) Aromatic amines share the lone pair with the π-ring and their conjugate acids forfeit that resonance — so ArNH ≪ RNH in basic strength.
CBSE Class 12 Board · 2007 · All India · Subjective