Which of the following has the highest reactivity towards nucleophilic substitution reaction involving the cleavage of the $C-Cl$ bond?

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 |

Which of the following compounds will not undergo Friedel-Craft's reaction easily?

The major product $(F)$ in the following reaction is:
$3$-chloroanisole $\xrightarrow{NaNH_2 \text{ in liquid } NH_3} F$

The reaction of an aryl halide with an alkyl halide and sodium metal in dry ether to form substituted aromatic compounds is known as:

What is the product of the bromination of $p$-methylacetanilide with $Br_2$ in $CS_2$?