CMC Medical CMC-Medical Ludhiana Solved Paper-2008

  • question_answer
    From Williamsons synthesis preparation of which of the following is possible?

    A)  Only symmetrical ethers

    B)  Only asymmetrical ethers

    C)  Both (a) and (b)

    D)  None of the above

    Correct Answer: C

    Solution :

                    For synthesis of symmetrical ethers: \[C{{H}_{3}}{{O}^{-}}N{{a}^{+}}+BrC{{H}_{3}}\xrightarrow{{}}\underset{\begin{smallmatrix}  \text{    dimethyl}\,\,\text{ether} \\  \text{(symmetrical}\,\text{ether)} \end{smallmatrix}}{\mathop{C{{H}_{3}}OC{{H}_{3}}+NaBr}}\,\] For synthesis of asymmetrical ethers: \[C{{H}_{3}}-\underset{C{{H}_{3}}}{\overset{C{{H}_{3}}}{\mathop{\underset{\mathbf{|}}{\overset{\mathbf{|}}{\mathop{C}}}\,}}}\,-{{O}^{-}}N{{a}^{+}}+C{{H}_{3}}Br\] \[\xrightarrow{{}}\underset{\begin{smallmatrix}  \text{methyl}\,\text{ter-butyl}\,\text{ether} \\  \text{(asymmetrical}\,\text{ether)} \end{smallmatrix}}{\mathop{C{{H}_{3}}-\underset{C{{H}_{3}}}{\overset{C{{H}_{3}}}{\mathop{\underset{\mathbf{|}}{\overset{\mathbf{|}}{\mathop{C}}}\,}}}\,-O-C{{H}_{3}}+NaBr}}\,\]


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