CH equiv CH xrightarrow{text{Red Hot Fe tube} | vedclass

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(D) $1$. The reaction of acetylene $(CH \equiv CH)$ with red hot $Fe$ tube undergoes cyclic polymerization to form benzene $(A)$.$2$. Benzene $(A)$ re

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$4-$chlorotoluene

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(D) $1$. The reaction of acetylene $(CH \equiv CH)$ with red hot $Fe$ tube undergoes cyclic polymerization to form benzene $(A)$.$2$. Benzene $(A)$ reacts with $Cl_2$ in the presence of $FeCl_3$ (Lewis acid) to undergo electrophilic aromatic substitution,forming chlorobenzene $(B)$.$3$. Chlorobenzene $(B)$ reacts with methyl chloride $(CH_3-Cl)$ in the presence of anhydrous $AlCl_3$ (Friedel-Crafts alkylation). Since the $-Cl$ group is ortho/para directing,the major product is the para-substituted isomer,which is $4-$chlorotoluene $(C)$.

$CH \equiv CH$ $\xrightarrow{\text{Red Hot Fe tube}} A$ $\xrightarrow[\text{Dark}]{Cl_2 / FeCl_3} B$ $\xrightarrow[\text{Anhy. } AlCl_3]{CH_3 - Cl} C$ (Major)
Product '$C$' is

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$CH \equiv CH$ $\xrightarrow{\text{Red Hot Fe tube}} A$ $\xrightarrow[\text{Dark}]{Cl_2 / FeCl_3} B$ $\xrightarrow[\text{Anhy. } AlCl_3]{CH_3 - Cl} C$ (Major)Product '$C$' is