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Out of the various possible isomers of C...

Out of the various possible isomers of `C_7H_7Cl` containing a benzene ring, the weakest C-Cl bond is present in

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Four isomers are possible: their structure are:

Just as in chlorobenzene, the C-Cl bond is a pure single bond. Hence, out of the four isomers, the C-Cl bond is the weakest in benzyl chloride. Alternatively, the cleavage of C-Cl bond in benzyl chloride gives benzyl cation which is stabilized by resonance.

On the order hand, cleavage of C-Cl bond in o-, m- or p-chlorotoluenes gives toyl cation which is highly unstable. as a result, the energy of activation for the cleavage of C-Cl bond in benzyl chloride is much smaller that that of C-Cl bond in o-, m-or p-chlorotoluenes. consequently, the C-Cl bond o- , m-or p-chlorotoluenes. Consequently, the C-cl bond is the weakest in benzyl chloride.
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