CEE Kerala Engineering CEE Kerala Engineering Solved Paper-2009

  • question_answer
    An alkyi halide (RX) reacts with Na to form 4, 5-diethyloctane. Compound RX is

    A) \[C{{H}_{3}}{{(C{{H}_{2}})}_{3}}Br\]

    B) \[C{{H}_{3}}{{(C{{H}_{2}})}_{2}}CH(Br)C{{H}_{2}}C{{H}_{3}}\]

    C) \[C{{H}_{3}}{{(C{{H}_{2}})}_{3}}CH(Br)C{{H}_{3}}\]

    D) \[C{{H}_{3}}{{(C{{H}_{2}})}_{5}}Br\]

    E) \[C{{H}_{3}}Br\]

    Correct Answer: B

    Solution :

    Since, the alkyl halide RX gives 4, 5-diethyloctane, when reacts with Na, it must be\[C{{H}_{3}}{{(C{{H}_{2}})}_{2}}CH(Br)C{{H}_{2}}C{{H}_{3}}.\] \[2C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}\underset{\begin{smallmatrix}  | \\  C{{H}_{2}}C{{H}_{3}} \end{smallmatrix}}{\mathop{CH}}\,-Br\xrightarrow[Dry\,ether]{Na}\] \[C{{H}_{3}}{{(C{{H}_{2}})}_{2}}\overset{\begin{smallmatrix}  C{{H}_{2}}C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{CH}}\,-\overset{\begin{smallmatrix}  \,\,\,\,\,\,C{{H}_{2}}C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{CH}}\,-{{(C{{H}_{2}})}_{2}}\,-C{{H}_{3}}\] This reaction is known as Wurtz reaction.


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