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Why are haloalkanes more reactive towards nucleophilic substitution reaction than haloarenes? |
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Answer» Solution :Haloalkanes are more reactive than haloarenes towards nucleophilic substitution reactions due to the following reasons : (a) There is partial double bond character in the C - Cl bond due to resonance effect in haloarenes. There is no such effect in haloalkanes. It is more difficult to break a double bond than a single bond. (b) Carbon attached to halogen is `SP^(3)`hybridised in haloalkane and `sp^(2)`hybridised in haloarenes and `sp^(3)`hybridised carbon inless ELECTRONEGATIVE than `sp^(2)`hybridised carbon, due to less s character. THUS, C- X bond in haloalkane releases more electrons to halogen. (c) It is difficult for ELECTRON rich nucleophiles to approach electron rich benzene ring in haloarenes. There is no such thing in haloalkanes. |
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