DUMET Medical DUMET Medical Solved Paper-2008

  • question_answer
    Arrange the following acids in decreasing order of acidic strength
    \[\underset{I}{\mathop{C{{H}_{3}}-C{{H}_{2}}-C{{H}_{2}}-COOH}}\,\]
    \[\underset{II}{\mathop{C{{H}_{3}}C{{H}_{2}}-C{{H}_{2}}-C{{H}_{2}}OH}}\,\]
    \[\underset{\text{IV}}{\mathop{C{{H}_{3}}-C{{H}_{2}}-C\equiv CH}}\,\]

    A)  \[I>II>III>IV\]

    B)  \[III>IV>II>I\]

    C)  \[I>III>IV>II\]

    D)  \[I>II>II>IV\]

    Correct Answer: D

    Solution :

    Relative strength of organic acids A compound is acidic in nature, if its conjugate base can stabilize through resonance. Thus, phenol is more acidic while alcohol are neutral because the conjugate base of phenol \[({{C}_{6}}{{H}_{5}}{{O}^{-}})\] can be stabilised through resonance while that of alcohol cannot. Hydrogen atom attached to sp-hybridised carbon is more acidic than that of \[s{{p}^{2}}\]hybridised carbon and that of \[s{{p}^{3}}\]hybridised carbon. Thus, alkynes are more acidic than alkene and alkanes. Thus, the decreasing order of acidic strength of following acids is


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