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Chlorobenzene is ______ reactive than benzene towards electrophilic substitution and directs the incoming electrophile to the_____ position.
A. more, ortho/para
B. less, ortho/para
C. more, meta
D. less meta

1 Answer

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Correct Answer - B
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Halogens are unusual in their effect on electrophilic aromatic substitution they are deactivating yet ortho/para directing. Unlike other deactivators, `-I_("effect")` of halogen outweighs its `+R_("effect")` The electron-withdrrawing inductive effect of halogen intensifies the positive charge in arenium ion, makes the ion less stable and causes a slower reaction. due to `+R` effect of halogen, there is an additional resonance structure for ortho and para attack. in this additional resonance structure which is particularly stable, every atom has completed its octet: No such structure is possible for meta attack. Thus, orthopara substitution is relatively faster.

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