Although chlorobenzene does not undergo the Ullmann reaction,the presence of which group at the $o-$ and $p-$ positions of chlorobenzene makes it possible to undergo the Ullmann reaction?

  • A
    $-NO_2$
  • B
    $-NH_2$
  • C
    $-OH$
  • D
    $-SO_3H$

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In chlorobenzene,the $-Cl$ group is deactivating; however,it still undergoes electrophilic aromatic substitution reactions. Column-$(I)$ contains the reagents and Column-$(II)$ contains the products. Match Column-$(I)$ with Column-$(II)$.
| Column-$(I)$ (Reagents) | Column-$(II)$ (Products) |
| :--- | :--- |
| $(A)$ $Cl_2$ / anhydrous $AlCl_3$ | $(i)$ $1$-chloro-$2$-methylbenzene + $1$-chloro-$4$-methylbenzene |
| $(B)$ conc. $HNO_3$ + conc. $H_2SO_4$ | $(ii)$ $2$-chlorobenzenesulfonic acid + $4$-chlorobenzenesulfonic acid |
| $(C)$ conc. $H_2SO_4$ and heat | $(iii)$ $1,2$-dichlorobenzene + $1,4$-dichlorobenzene |
| $(D)$ $CH_3COCl$ in presence of anhydrous $AlCl_3$ | $(iv)$ $2$-chloroacetophenone + $4$-chloroacetophenone |
| | $(v)$ $1$-chloro-$2$-nitrobenzene + $1$-chloro-$4$-nitrobenzene |

The following reaction is:

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