Step 1: Analyze Statement A Given: Benzylamine vs Aniline \[ \text{Benzylamine} = C_6H_5-CH_2-NH_2 \] \[ \text{Aniline} = C_6H_5-NH_2 \] In aniline, the lone pair on \(N\) is delocalized into the benzene ring (resonance), reducing basicity. In benzylamine, the lone pair is not involved in resonance. \[ \Rightarrow \text{Benzylamine is more basic} \] ✔ Statement A is correct.
--- Step 2: Analyze Statement B Given compound is an aryl amine (anisidine type). Gabriel phthalimide synthesis: \[ \text{Works only for aliphatic amines} \] \[ \text{Does NOT work for aryl amines} \] ❌ Statement B is incorrect.
--- Step 3: Analyze Statement C Reaction: \[ R-CONH_2 \xrightarrow{Br_2/NaOH} R-NH_2 \] (Hofmann bromamide reaction → loss of one carbon) Given: \[ C_6H_5-CH_2-CONH_2 \rightarrow C_6H_5-CH_2-NH_2 \] Product = benzylamine (NOT aromatic amine) \[ \text{Aromatic amine means } -NH_2 \text{ directly attached to benzene} \] ❌ Statement C is incorrect.
--- Step 4: Analyze Statement D \[ \text{Aniline derivative} \xrightarrow{NaNO_2/HCl, 0^\circ C} \text{Diazonium salt} \] On heating: \[ \rightarrow \text{Phenol derivative} \] Phenols are acidic: \[ \text{Dissolve in NaOH} \] ✔ Statement D is correct.
--- Final Answer: Incorrect statements are: \[ \boxed{\text{B and C only}} \]
