VIT Engineering VIT Engineering Solved Paper-2015

  • question_answer
    Identify Z in the following reaction sequence \[\begin{align}   & C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}OH\xrightarrow[160-{{180}^{\circ }}C]{Conc.{{H}_{2}}S{{O}_{4}}}X \\  & \downarrow  \\  & Y\xrightarrow[\begin{smallmatrix}  \left( i \right)Alc.KOH \\  (ii)NaN{{H}_{2}} \end{smallmatrix}]{}Z \\ \end{align}\]

    A) \[C{{H}_{3}}-CH\left( N{{H}_{2}} \right)-C{{N}_{2}}N{{H}_{2}}\]

    B) \[C{{H}_{3}}-CHOH-C{{H}_{2}}OH\]

    C)  \[C{{H}_{3}}-C\left( OH \right)=C{{H}_{2}}\]

    D) \[C{{H}_{3}}-C\equiv CH\]

    Correct Answer: D

    Solution :

    \[_{\text{5}}{{\text{Y}}^{\text{10}}}{{\text{=}}_{\text{5}}}{{\text{B}}^{\text{10}}}\]           \[{{E}_{n}}=-\frac{13.6}{{{n}^{2}}}eV\] \[\Rightarrow \]                                 \[34=-\frac{13.6}{{{n}^{2}}}\] Ale. KOH smoothly brings about dehydrobromination of y to give a mixture of vinyl bromide (A and B) while \[\Rightarrow \]being a strong base than ale. KOH readily brings about dehydrobromination of less reactive vinyl bromide to give propyne (Z).


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