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Amritansh Singhal
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Cause for different type of products on Halogenation of benzene and toluene

The reaction of benzene with $\ce Cl_2$ in presence of sunlight breaks the double bonds and 6 chlorine atoms attach to the ring.

However, the same reaction done with toluene does not lead to removal of the double bonds. Instead, the $\ce H$ atom of $\ce CH_3$ is substituted.

Can somebody please explain why does this happen. If more amount of $\ce Cl_2$ is taken in sunlight and the reaction is carried out for long time, will the double bonds break?

Thanks in advance.

Amritansh Singhal
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