Match the reactions in Column-$(I)$ with the type of reaction mechanism in Column-$(II)$.
Column-$(I)$ (Reaction) Column-$(II)$ (Type of Reaction) $(A)$ $\text{Cyclohexene} + Br_2 \xrightarrow{\Delta, uv} \text{3-Bromocyclohexene}$ $(i)$ $\text{Nucleophilic substitution}$ $(B)$ $\text{4-Hydroxybenzyl alcohol} + HCl \xrightarrow{\Delta} \text{4-Hydroxybenzyl chloride}$ $(ii)$ $\text{Electrophilic addition}$ $(C)$ $\text{Cyclohexene} + Br_2 \xrightarrow{CCl_4} \text{1,2-Dibromocyclohexane}$ $(iii)$ $\text{Free radical substitution}$ $(D)$ $\text{Toluene} + Cl_2 \xrightarrow{Fe, \text{dark}} \text{o/p-Chlorotoluene}$ $(iv)$ $\text{Electrophilic aromatic substitution}$
| Column-$(I)$ (Reaction) | Column-$(II)$ (Type of Reaction) |
|---|---|
| $(A)$ $\text{Cyclohexene} + Br_2 \xrightarrow{\Delta, uv} \text{3-Bromocyclohexene}$ | $(i)$ $\text{Nucleophilic substitution}$ |
| $(B)$ $\text{4-Hydroxybenzyl alcohol} + HCl \xrightarrow{\Delta} \text{4-Hydroxybenzyl chloride}$ | $(ii)$ $\text{Electrophilic addition}$ |
| $(C)$ $\text{Cyclohexene} + Br_2 \xrightarrow{CCl_4} \text{1,2-Dibromocyclohexane}$ | $(iii)$ $\text{Free radical substitution}$ |
| $(D)$ $\text{Toluene} + Cl_2 \xrightarrow{Fe, \text{dark}} \text{o/p-Chlorotoluene}$ | $(iv)$ $\text{Electrophilic aromatic substitution}$ |
(A-III, B-I, C-II, D-IV) $(A) \rightarrow (iii)$: Allylic bromination using $Br_2$ under $uv$ light is a free radical substitution reaction.
$(B) \rightarrow (i)$: The replacement of $-OH$ group by $-Cl$ in the benzylic position is a nucleophilic substitution reaction.
$(C) \rightarrow (ii)$: The addition of $Br_2$ across the double bond of cyclohexene is an electrophilic addition reaction.
$(D) \rightarrow (iv)$: The chlorination of toluene in the presence of $Fe$ (Lewis acid) is an electrophilic aromatic substitution reaction.
Therefore,the correct matching is: $(A-iii, B-i, C-ii, D-iv)$.
$(B) \rightarrow (i)$: The replacement of $-OH$ group by $-Cl$ in the benzylic position is a nucleophilic substitution reaction.
$(C) \rightarrow (ii)$: The addition of $Br_2$ across the double bond of cyclohexene is an electrophilic addition reaction.
$(D) \rightarrow (iv)$: The chlorination of toluene in the presence of $Fe$ (Lewis acid) is an electrophilic aromatic substitution reaction.
Therefore,the correct matching is: $(A-iii, B-i, C-ii, D-iv)$.
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