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Haloalkanes undergo nucleophilic substit...

Haloalkanes undergo nucleophilic substitution whereas haloarenes undergo electrophilic substitution. Explain

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In haloalkanes, the halogen atom is attached to carbon atom. As the halogen atom is more electronegative than carbon, the bond between carbon and halogen is polar in character.
`C^(delta)-X^(delta-)`
Due to presence of partial positive charge on carbon atom, the nucleophiles can attack on electron deficient carbon thereby resulting in the displacement of weaker nucleophile, thus typical reactions of alkyl halides are nucleophilic substitution reactions:
`underset("Nucleophile")(R:X:Z^(-)) to underset("Halideion")(R:Z+X^(-))`
Whereas in halorenes, as the halogen atom attached to benzene ring, releases electron towards benzene ring (+m effect) thereby the ortho and para positions become site of attack for electrophiles more than nucleophiles.
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Knowledge Check

  • The ether that undergoes electrophilic substitution reactions is

    A
    `CH_3OC_2H_5`
    B
    `C_6H_5OCH_3`
    C
    `CH_OCH_3`
    D
    `C_2H_OC_2H_3`
  • The formation of cyanohydrin from a ketone is an example of nucleophilic substitution electrophilic substitution electrophilic addition nucleophilic addition.

    A
    nucleophilic substitution
    B
    electrophilic substitution
    C
    electrophilic addition
    D
    nucleophilic addition.
  • Which of the following substitution of benzene is ortho-para in electrophilic substitution and ortho-para in nucleophilic substitution ?

    A
    `-NO_2`
    B
    `-NO`
    C
    `-SO_3 H`
    D
    `-SO_2 Me`
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    The unimolecular nucleophilic substitution is represented by :

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