JEE Main & Advanced Chemistry Hydrocarbons / हाइड्रोकार्बन Question Bank Alkene

  • question_answer
    The predominant product formed, when 3-methyl-2-pentene reacts with HOCl, is [IIT-JEE 1995]

    A) \[\underset{\,\,\,\,\,\,\,C{{H}_{3}}}{\mathop{\underset{\,\,|}{\mathop{\overset{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,Cl\,\,\,OH}{\mathop{\overset{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,|}{\mathop{C{{H}_{3}}-C{{H}_{2}}-C-CH-C{{H}_{3}}}}\,}}\,}}\,}}\,\]

    B) \[\underset{\,\,\,\,\,\,\,C{{H}_{3}}}{\mathop{\underset{\,\,|}{\mathop{\overset{\,\,\,\,\,\,\,\,\,\,\,\,\,\,Cl\,\,\,Cl}{\mathop{\overset{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,|}{\mathop{C{{H}_{3}}-C{{H}_{2}}-C-CH-C{{H}_{3}}}}\,}}\,}}\,}}\,\]

    C) \[\underset{\,\,\,\,\,\,\,\,\,\,C{{H}_{3}}\,Cl}{\mathop{\underset{\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,|}{\mathop{\overset{\,\,\,\,\,\,\,\,OH}{\mathop{\overset{\,\,\,\,|}{\mathop{C{{H}_{3}}-C{{H}_{2}}-C-CH-C{{H}_{3}}}}\,}}\,}}\,}}\,\]

    D) \[\underset{C{{H}_{3}}\,\,\,\,\,\,\,}{\mathop{\underset{|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}{\mathop{\overset{\,\,C{{H}_{3}}\,OH}{\mathop{\overset{\,|\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,}{\mathop{C{{H}_{3}}-C-CH-C{{H}_{3}}}}\,}}\,}}\,}}\,\]

    Correct Answer: C

    Solution :

      \[C{{H}_{3}}-C{{H}_{2}}-\underset{C{{H}_{3}}}{\mathop{\underset{|\,\,\,\,\,\,\,\,\,}{\mathop{C\,\,=\,\,}}\,}}\,\underset{\underset{{}}{\mathop{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}}\,}{\mathop{CH-C{{H}_{3}}+\overset{\,-\,\,\,+}{\mathop{HOCl}}\,}}\,\to \]\[C{{H}_{3}}-C{{H}_{2}}-\underset{\,C{{H}_{3}}}{\overset{OH}{\mathop{\underset{|\,\,\,\,\,}{\overset{|\,\,\,\,}{\mathop{C\,\,-}}}\,}}}\,\overset{\overset{Cl\,\,}{\mathop{|\,\,\,\,\,}}\,}{\mathop{CH}}\,-C{{H}_{3}}\] Addition takes place according to Markownikoff?s rule in which \[C{{l}^{+}}\] goes to that carbon atom which is more hydrogenated.


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