Question

The reaction of toluene with $Cl_2$ in the presence of $FeCl_3$ gives 'X' and reaction in presence of light gives 'Y' Thus, 'X' and 'Y' are

• A. X = benzal chloride, Y = o-chlorotoluene
• B. X = m-chlorotoluene, Y = p-chlorotoluene
• C. X = o and p-chlorotoluene, Y = trichloromethyl benzene
• D. X = benzyl chloride, Y = m-chlorotoluene

Answer 1

Answer: (C)

X = o and p-chlorotoluene, Y = trichloromethyl benzene

Answer 2

In the presence of halogen carrier, electrophilic substitution occurs while in the presence of sunlight, substitution occurs at the side chain.
$FeCl_3+Cl_2 \longrightarrow$ $FeCl_4 ^- + Cl^+$
Electrophile attacking species ($\because -CH_3$ is an o/p-directing group.) .
In presence of $hv$ reaction is free radical.