Give plausible explanation for each of the following :
Why are aliphatic amines stronger bases than aromatic amines?
Give plausible explanation for each of the following :
Why are aliphatic amines stronger bases than aromatic amines?
Aliphatic amines are stronger bases than aromatic amines due to following reasons:
(a) Electron pair on the nitrogen atom of aromatic is involved in conjugation with the π-electron pairs of the ring as follows
(b) Anilinium ion obtaines by accepting a proton is less stablisied by resonance.
Due to the −R effect of the benzene ring, the electrons on the N- atom are less available in case of aromatic amines. Therefore, the electrons on the N-atom in aromatic amines cannot be donated easily. So, aniline is a weaker base than alkyl amines, in which +1 effect increases the electron density on the nitrogen atom. This explains why aliphatic amines are stronger bases than aromatic amines.
Aliphatic amines are stronger bases than aromatic amines due to following reasons:
(a) Electron pair on the nitrogen atom of aromatic is involved in conjugation with the π-electron pairs of the ring as follows
(b) Anilinium ion obtaines by accepting a proton is less stablisied by resonance.
Due to the −R effect of the benzene ring, the electrons on the N- atom are less available in case of aromatic amines. Therefore, the electrons on the N-atom in aromatic amines cannot be donated easily. So, aniline is a weaker base than alkyl amines, in which +1 effect increases the electron density on the nitrogen atom. This explains why aliphatic amines are stronger bases than aromatic amines.
