The halogen atom’s –I effect and deactivating influence, along with resonance, make the benzene ring in haloarenes somewhat deactivated compared to benzene. As a result, electrophilic substitution reactions in haloarenes occur more slowly and require more drastic conditions than those ...

The halogen atom in haloarenes, being o, p-directing, directs further substitution to the ortho- and para-positions with respect to itself due to resonance, resulting in increased electron density at these positions.

Haloarenes undergo electrophilic reactions on the benzene ring, including halogenation, nitration, sulphonation, and Friedel-Crafts reactions.

The resonance effect in aryl halides, where electron pairs on the halogen atom are in conjugation with p-electrons of the ring, imparts partial double bond character to the C—X bond, making bond cleavage difficult and contributing to the lower reactivity ...

Aryl halides have a sp²-hybridized carbon in the C—X bond, which, with a greater s-character, holds the electron pair more tightly than the sp³-hybridized carbon in haloalkanes. The resulting shorter C—X bond in aryl halides makes their nucleophilic substitution reactions ...