Which of the following is an o-, p-directing but deactivating substituent in an electrophilic aromatic substitution :
Halogen attached to a benzene ring is somewhat deactivating due to it's -I-effect, as a result, it tends to withdraw the electrons from the benzene ring, making electrophilic substitution difficult. Next, due to resonance (as it has lone pair of electrons), there is an increase in electron density only at the ortho and para positions with respect to the halogen. Hence, electron-loving electrophiles will be directed towards these positions.
Therefore, Option(2) is correct.