CEE Kerala Engineering CEE Kerala Engineering Solved Paper-2011

  • question_answer
    When 3-phenylpropene reacts with\[HBr\]in the presence of peroxide, the major product formed is

    A)  2-bromo 1-phenylpropane

    B)  1, 2-dibromo 3-phenylpropane

    C)  3 - (o-bromophenyl) propene

    D)  1-bromo 3-phenylpropane

    E)  3 (p-bromophenyl) propene

    Correct Answer: D

    Solution :

    In the presence of peroxides, the addition of \[HBr\]to unsymmetrical alkenes takes place contrary to Markownikoffs rule. This is known as peroxide effect or Kharasch effect. \[\underset{3-phenylpropene}{\mathop{{{C}_{6}}{{H}_{5}}-C{{H}_{2}}-CH=C{{H}_{2}}}}\,+HBr\xrightarrow[Anti-Mark.addn.]{Peroxide}\] \[\underset{1-bromo-3-phenylpropene}{\mathop{{{C}_{6}}{{H}_{5}}-C{{H}_{2}}-C{{H}_{2}}-C{{H}_{2}}}}\,Br\]


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