MGIMS WARDHA MGIMS WARDHA Solved Paper-2015

  • question_answer
    The decreasing nucleophilicity of the following is
    I. \[C{{H}_{3}}{{S}^{\text{O-}}}\]
    II. \[C{{H}_{3}}{{O}^{\text{O-}}}\]
    III. \[\overset{\text{O-}}{\mathop{O}}\,H\]
    IV. \[Et{{O}^{\text{O-}}}\]

    A) II>III>IV>I

    B)  III>IV>I>II

    C)  IV>III>I>II                          

    D)  I>II>IV>III

    Correct Answer: C

    Solution :

                    Acidity is explained as \[C{{H}_{3}}SH>C{{H}_{3}}OH>{{H}_{2}}O>EtOH\] Basicity: \[C{{H}_{3}}{{S}^{\text{O-}}}<C{{H}_{3}}{{O}^{\text{O-}}}<\overset{\text{O-}}{\mathop{O}}\,H<EtO{{H}^{\text{O-}}}\] When nucleophilic centre is different (\[C{{H}_{3}}{{S}^{\text{O-}}}\] and\[C{{H}_{3}}{{O}^{\text{O-}}}\]) and they are from the same group, nucleophilicity is opposite to basicity. \[\therefore \] Nucleophilicity \[Et{{O}^{\text{O-}}}>\overset{\text{O-}}{\mathop{O}}\,H>C{{H}_{3}}{{S}^{\text{O-}}}>C{{H}_{3}}{{O}^{\text{O-}}}\] Hence, the answer is (c)


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