CMC Medical CMC-Medical VELLORE Solved Paper-2014

  • question_answer
    Identify the set of reagent / reaction conditions X and Y in the following set of transformations. \[C{{H}_{3}}-C{{H}_{2}}-C{{H}_{2}}Br\xrightarrow{X}\text{Product}\xrightarrow{Y}\]\[C{{H}_{3}}-\underset{Br}{\mathop{\underset{|}{\mathop{CH}}\,}}\,-C{{H}_{3}}\]

    A)  X = dilute aqueous \[NaOH,\]\[20{}^\circ C;\]Y = HBr/acetic acid, \[20{}^\circ C\]

    B)  X = concentrated alcoholic\[NaOH,\]\[80{}^\circ C;\]Y = HBr/acetic acid, \[20{}^\circ C\]

    C)  X = dilute aqueous \[NaOH,\] 20°C; Y =\[B{{r}_{2}}\text{/}CHC{{l}_{3}},\,0{}^\circ C\]

    D)  X = concentrated alcoholic\[NaOH,\]\[80{}^\circ C;\]Y = \[B{{r}_{2}}\text{/}CHC{{l}_{3}},\,0{}^\circ C\]

    Correct Answer: B

    Solution :

              \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}Br\xrightarrow[\text{dehydrobromination,}\,-HBr]{Conc.\,alc.\,NaOH,\,\,80{}^\circ C(x)}\] \[\begin{align}   & \,\,\,\,\,\,C{{H}_{3}}CH=C{{H}_{2}} \\  & \,\,\,\,\,\underset{\vee }{\mathop{|}}\,HBr,\,acetic\,acid\,20{}^\circ C\,(Y) \\  & C{{H}_{3}}-CHBr-C{{H}_{3}} \\ \end{align}\]


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