What is produced when toluene is heated with | vedclass

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Question

(A) When toluene $(C_6H_5CH_3)$ reacts with chlorine $(Cl_2)$ in the presence of sunlight (ultraviolet light) and in the absence of a halogen carrier

Vedclass · Accepted Answer

$C_6H_5CH_2Cl$

Vedclass · Answer

(A) When toluene $(C_6H_5CH_3)$ reacts with chlorine $(Cl_2)$ in the presence of sunlight (ultraviolet light) and in the absence of a halogen carrier (like $FeCl_3$),the reaction proceeds via a free radical mechanism. This leads to the substitution of hydrogen atoms on the side-chain methyl group rather than the benzene ring. The reaction proceeds as follows: $C_6H_5CH_3 + Cl_2 \xrightarrow{h
u} C_6H_5CH_2Cl + HCl$ (Benzyl chloride). Further chlorination can lead to benzal chloride $(C_6H_5CHCl_2)$ and benzotrichloride $(C_6H_5CCl_3)$. However,the primary product formed under controlled conditions is benzyl chloride $(C_6H_5CH_2Cl)$.

What is produced when toluene is heated with chlorine in the presence of light and in the absence of a halogen carrier?

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