BCECE Medical BCECE Medical Solved Papers-2015

  • question_answer
    The decreasing order of reactivity towards electrophilic addition of the following is
    I. \[CH=CH\]
    II. \[C{{H}_{2}}=C{{H}_{2}}\]
    III. \[{{H}_{2}}C=CH=Cl\]
    IV. \[H\underset{\begin{smallmatrix}  | \\  Cl \end{smallmatrix}}{\mathop{C}}\,=\underset{\begin{smallmatrix}  | \\  Cl \end{smallmatrix}}{\mathop{C}}\,H\]

    A)  I > II > 111 > IV      

    B)  ll > 1 > 111 > IV

    C)  IV > III > I > II      

    D)  IV > III > I! > I

    Correct Answer: B

    Solution :

    The order of electrophilic addition (EA) is alkene > alkyne. But, if alkene has EWG (electron withdrawing group) reactivity of alkene is less than that of alkyne. Due to EWG electron density at (C=C) or nucleophilicity decreases, so addition of electrophile to (C= C) is slow. So, the decreasing order of EA is (II)-(alkene) > (I)-(alkyne) > (III)-(alkene with one EWG) > (IV)-(alkene with two EWGs).


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