Among the following phenols, the most acidic is

Among the following phenols, the most acidic is

  1. A

     p-aminophenol 

  2. B

    p-nitrophenol 

  3. C

    ο-chlorophenol

  4. D

    m-nitrophenol

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    Solution:

    Deprotonation of p-nitrophenol gives p−nitrophenoxide ion. The negative charge on O atom is stabilised as strongly electron withdrawing nitro group is present in para position.

    This effect is some what less in m−nitrophenol as  strongly electron withdrawing nitro group is present in meta position.

    In case of p−aminophenol, deprotonation gives p−aminophenoxide ion. 

    The negative charge on O atom is destabilised as electron releasing amino group is present in para position.

    p−nitrophenol is most acidic.

    Electron-withdrawal group at para position makes phenol more acidic.

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