Q. Chlorobenzene is ...... reactive than benzene towards electrophilic substitution and directs the incoming electrophile to the ...... position.
Delhi UMET/DPMTDelhi UMET/DPMT 2009
Solution:
$-Cl$ group $(-7)$ of chlorobenzene being deactivating, deactivates the benzene nucleus towards electrophilic substitution.
Hence, chlorobenzene is less reactive as compared to benzene towards electrophilic substitution.
Moreover chlorobenzene has the following canonical forms:
From the above, it is clear that $Cl$-atom increases electron density at ortho and para-position.
Thus, it directs the incoming electrophile to the ortho/para position.

