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Cause for different type of products on Halogenation Why do the halogenations of benzene and toluene lead to different products?

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Jan
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The reaction of benzene with $\ce Cl_2$$\ce{Cl2}$ 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$$\ce{H}$ atom of $\ce CH_3$$\ce{CH3}$ is substituted.

Can somebody please explain why does this happen. If more amount of $\ce Cl_2$$\ce{Cl2}$ is taken in sunlight and the reaction is carried out for long time, will the double bonds break?

Thanks in advance.

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.

The reaction of benzene with $\ce{Cl2}$ 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 $\ce{CH3}$ is substituted.

Can somebody please explain why does this happen. If more amount of $\ce{Cl2}$ is taken in sunlight and the reaction is carried out for long time, will the double bonds break?

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

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