Chemistry - AMINES Question with Solution | TestHub

${\mathrm{C}}_6{\mathrm{H}}_5\mathrm{N}{\mathrm{H}}_2\stackrel{\mathrm{N}\mathrm{a}\mathrm{N}{\mathrm{O}}_2/\mathrm{H}\mathrm{C}\mathrm{l}}{\to }{\mathrm{C}}_6{\mathrm{H}}_5{\mathrm{N}}_2^{+}\mathrm{C}\mathrm{l}\stackrel{\mathrm{C}{\mathrm{u}}_2(\mathrm{C}\mathrm{N}{)}_2}{\to }{\mathrm{C}}_6{\mathrm{H}}_5\mathrm{C}\mathrm{N}\stackrel{{\mathrm{H}}_2\mathrm{O}/{\mathrm{H}}^{+}}{\to }{\mathrm{C}}_6{\mathrm{H}}_5\mathrm{C}\mathrm{O}\mathrm{O}\mathrm{H}$

${\mathrm{C}}_6{\mathrm{H}}_5\mathrm{C}\mathrm{O}\mathrm{O}\mathrm{H}\stackrel{\mathrm{N}\mathrm{a}\mathrm{O}\mathrm{H}/\mathrm{C}\mathrm{a}\mathrm{O},\mathrm{\Delta }}{\to }{\mathrm{C}}_6{\mathrm{H}}_6\stackrel{\mathrm{C}{\mathrm{l}}_2,\mathrm{h}\mathrm{\nu }\left(\mathrm{E}\mathrm{x}\mathrm{c}\mathrm{e}\mathrm{s}\mathrm{s}\right)}{\to }{\mathrm{C}}_6{\mathrm{H}}_6\mathrm{C}{\mathrm{l}}_6$

It is diazotisation reaction to produce X, then sandmayer's reaction to give Y, followed by hydrolysis to produce benzoic acid (Z). Benzoic acid on decarboxylation gives benzene, which on excess photochlorination gives benzene hexa chloride.