Manipal Engineering Manipal Engineering Solved Paper-2010

  • question_answer
    Consider the acidity of the carboxylic acids
    I.\[PhCOOH\]
    II.\[o-N{{O}_{2}}{{C}_{6}}{{H}_{4}}COOH\]
    III.\[p-N{{O}_{2}}{{C}_{6}}{{H}_{4}}COOH\]
    IV.\[m-N{{O}_{2}}{{C}_{6}}{{H}_{4}}COOH\]
    Which of the following order is correct?

    A) \[I>II>III>IV\]   

    B) \[II>IV>III>I\]

    C) \[II>IV>I>III\]

    D)        \[II>III>IV>I\]

    Correct Answer: D

    Solution :

    \[-N{{O}_{2}}\]group at any position shows electron withdrawing effect, thus acid strength is increased. But \[o-\]nitro benzoic acid believed to have ortho effect. As a result, resonance gets...prevented.  Hence,  its  acid  strength is maximum, thus, the order of acid strength (II) < (III) > (IV) > (I) (The effect is more at para position than meta.)


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