Why p-nitroaniline is less basic then aniline
(b) Aniline dissolves in HCl.
(c ).Aniline undergoes bromination in orhto and para position but in presence of strong acid it gives m-bromo aniline.
(d) Why aniline does not undergo Friedel-Craft reaction?

Explanation

Aniline is less basic because the lone pair of electrons on nitrogen is less available for dontaion to proton as it is delocalised into the benzene ring by resonance. The nitro group is electron-withdrawing group. It decreases basicitiy by further electrons into the benzene ring.

(b) Aniline, being basic in nature, forms salt with HCl which dissolves.
`C_(6)H_(5)NH_(2)+HCl to C_(6)H_(5)Noverset(+)(H)_(3)Cl^(-)`
(c )`-NH_(2)` group is `simga` and p-directing. However, in presence of strong acid aniline combines with proton to form `C_(6)H_(5)overset(+)(NH_(3)) and -overset(+)(NH_(3))` group is m-directing. Thus. m-bromo product is formed in presence of strong acid.
(d) In presence of Lewis acid `(AlCl_(3))` the group becomes electrons withdrawing (deactivating group).