BHU PMT BHU PMT (Screening) Solved Paper-2009

  • question_answer
    Which of the following reactions can be used for the synthesis of an alkene?

    A)  Chugaev reaction

    B)  Dakin reaction

    C)   Reimer-Tiemann reaction

    D)  Wurtz-Fittig reaction

    Correct Answer: A

    Solution :

                     Dehydration of primary alcohols with alkoxide and\[C{{S}_{2}}\]to give terminal alkenes is called chugaev elimination. During this reaction xanthate is formed as intermediate which finally on pyrolysis gives olefin, COS and the thiol. \[-\underset{\begin{smallmatrix}  | \\  H \end{smallmatrix}}{\overset{|}{\mathop{C}}}\,-\underset{\begin{smallmatrix}  | \\  OH \end{smallmatrix}}{\overset{|}{\mathop{C}}}\,\xrightarrow{RONa/C{{S}_{2}}}-\underset{\begin{smallmatrix}  | \\  H \end{smallmatrix}}{\overset{|}{\mathop{C}}}\,-\underset{\begin{smallmatrix}  | \\  O \end{smallmatrix}}{\overset{|}{\mathop{C}}}\,\underset{\begin{smallmatrix}   \\    \\  - \end{smallmatrix}}{\mathop{-}}\,\underset{\begin{smallmatrix}   \\  \underset{\begin{smallmatrix}  || \\  S \end{smallmatrix}}{\mathop{C}}\,-SMe \end{smallmatrix}}{\mathop{{}}}\,\] \[\xrightarrow[\begin{smallmatrix}  Chugaev \\  reaction \end{smallmatrix}]{100-{{250}^{o}}C}-\overset{|}{\mathop{C}}\,=\overset{|}{\mathop{C}}\,-+COS+MeSH\]


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