C only

A only

A and B

B only

$$\stackrel{\mathrm{NaNO}_{2}}{\longrightarrow} / \stackrel{\mathrm{HCl}}{\longrightarrow} / \stackrel{\mathrm{KBr}}{\longrightarrow} / \stackrel{\mathrm{H}^{+}}{\longrightarrow}$$

$$\stackrel{\mathrm{Sn} / \mathrm{HCl}}{\longrightarrow} / \stackrel{\mathrm{KBr}}{\longrightarrow} / \stackrel{\mathrm{Br}_{2}}{\longrightarrow} / \stackrel{\mathrm{H}^{+}}{\longrightarrow}$$

$$\stackrel{\mathrm{B} \mathrm{B}_{2} / \mathrm{Fe}}{\longrightarrow} / \stackrel{\mathrm{Sn} / \mathrm{HCl}}{\longrightarrow} / \stackrel{\mathrm{NaNO}_{2} / \mathrm{HCl}}{\longrightarrow} / \stackrel{\mathrm{CuBr} / \mathrm{HBr}}{\longrightarrow}$$

$$\stackrel{\mathrm{Sn} / \mathrm{HCl}}{\longrightarrow} / \stackrel{\mathrm{Br}_{2}}{\longrightarrow} / \stackrel{\mathrm{NaNO}_{2}}{\longrightarrow} / \stackrel{\mathrm{NaBr}}{\longrightarrow}$$

–NH₂ group is highly meta-directive

–NO₂ substitution always takes place at meta-position

Formation of anilinium ion

low temperature