Question

The CX bond cleavage in aryl halide is
more difficult than the CX bond cleavage in
alkyl halide due to​

Answer 1

The halogen in the aryl group has resonance, which makes the halogen get a partial double bond character. Also, the lone pairs in the halogen atoms, and when the halide group leaves the aromatic group, it forms a highly unstable phenyl carbocation. Look at the resonance structe of halo benzene, you might get clear....

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Answer 2

CX bond cleavage in alkyl halide is very difficult when compared to that in aryl halide.

• There are mainly four reasons for this observation
• Due to the resonance effect, the C-X bond has a partial double bond character.
• In aryl halide, the carbon to which halogen is attached is more electronegative (sp2 hybridized)
• Due to the instability of phenyl carbocation
• Due to repulsion between electron-rich arene and electron-rich nucleophile
• #SPJ2