J & K CET Medical J & K - CET Medical Solved Paper-2001

  • question_answer
    The correct order of relative acidic strength of the following compounds is:

    A)  phenol > o-nitrophenol > m-nitrophenol > p-nitrophenol

    B)  p-nitrophenol > m-nitrophenol > o-nitrophenol > phenol

    C)  p-nitrophenol > o-nitrophenol > m-nitrophenol > phenol

    D)  o-nitrophenol > m-nitrophenol > p-nitrophenol > phenol

    Correct Answer: C

    Solution :

                    Nitrophenol is more acidic than phenol because\[-N{{O}_{2}}\]group is electron withdrawing group and it stabilises the phenoxide ion. The effect is more significant when the substituent is present in o- or p- position than m-position to the\[-OH\]group. Further due to intramolecular hydrogen bonding the acidic strength of o-isomer is weaker than para-isomer. Thus, acidic strength decreases as: p-nitrophenol > o-nitrophenol > m-nitrophenol > phenol


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