Discuss the nature of $C-X$ bond in the haloarenes.

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(N/A) In haloarenes,the halogen atom is directly attached to an $sp^2$ hybridized carbon atom of the benzene ring.
$1$. The $sp^2$ hybridized carbon has more $s$-character $(33.3\%)$ compared to the $sp^3$ hybridized carbon in haloalkanes $(25\%)$.
$2$. Due to higher $s$-character,the $C-X$ bond in haloarenes is shorter and stronger than in haloalkanes.
$3$. Furthermore,the lone pair of electrons on the halogen atom participates in resonance with the $\pi$-electrons of the benzene ring.
$4$. This resonance gives the $C-X$ bond a partial double bond character,which makes it even shorter and stronger,making it difficult to break compared to the $C-X$ bond in haloalkanes.

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