JCECE Medical JCECE Medical Solved Paper-2011

  • question_answer
    Which of the following acids has the smallest dissociation constant?

    A) \[C{{H}_{3}}CHFCOOH\]

    B)  \[FC{{H}_{2}}C{{H}_{2}}COOH\]

    C)  \[BrC{{H}_{2}}C{{H}_{2}}COOH\]

    D)  \[C{{H}_{3}}CHBrCOOH\]

    Correct Answer: C

    Solution :

     Lower the acidic character, smaller is the value of dissociation constant. Acidity \[\propto \]dissociation constant. \[-\text{I}\](inductive effect) of F is more than Br, \[\text{C}{{\text{H}}_{\text{3}}}\text{CHFCOOH}\]is a stronger acid as compared to \[\text{C}{{\text{H}}_{\text{3}}}\text{CHBrCOOH}\text{.}\] As the distance between electron withdrawing group and -COOH group increases, acidity decreases.   Thus, the order of acidity and thus, of dissociation constant is \[\underset{(smallest\,{{K}_{a}})}{\mathop{BrC{{H}_{2}}C{{H}_{2}}COOH}}\,<FC{{H}_{2}}C{{H}_{2}}COOH\] \[<C{{H}_{3}}CHBrCOOH<C{{H}_{3}}CHFCOOH\]


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