RAJASTHAN ­ PET Rajasthan PET Solved Paper-2010

  • question_answer
    \[C{{H}_{3}}CHO+HCHO\xrightarrow[Heat]{Dil.NaOH}A\xrightarrow[{{H}_{3}}{{O}^{+}}]{HCN}B\] The structure of compound B is

    A)  \[C{{H}_{2}}=CH-\underset{\begin{smallmatrix}  | \\  OH \end{smallmatrix}}{\mathop{CH}}\,-COOH\]

    B)  \[C{{H}_{2}}=CH-\underset{\begin{smallmatrix}  | \\  CN \end{smallmatrix}}{\mathop{CH}}\,-OH\]

    C)  \[C{{H}_{3}}C{{H}_{2}}-\underset{\begin{smallmatrix}  | \\  OH \end{smallmatrix}}{\mathop{CH}}\,-COOH\]

    D)  \[C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  OH \end{smallmatrix}}{\mathop{CH}}\,-COOH\]

    Correct Answer: A

    Solution :

     \[C{{H}_{3}}CHO+HCHO\xrightarrow[\begin{smallmatrix}  \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\Delta  \\  (aldol\text{ }condensation) \end{smallmatrix}]{Dil.\ NaOH}\] \[\underset{aldol}{\mathop{H-\underset{\begin{smallmatrix}  | \\  H \end{smallmatrix}}{\overset{\begin{smallmatrix}  OH \\  | \end{smallmatrix}}{\mathop{C}}}\,-C{{H}_{2}}CHO}}\,\xrightarrow[{}]{\Delta }\underset{'A'}{\mathop{C{{H}_{2}}=CH-CHO}}\,\] \[\xrightarrow[{}]{HCN}C{{H}_{2}}\equiv CH-\underset{\begin{smallmatrix}  | \\  H \end{smallmatrix}}{\overset{\begin{smallmatrix}  OH \\  | \end{smallmatrix}}{\mathop{C}}}\,-H\] \[\xrightarrow[{}]{{{H}_{3}}{{O}^{+}}}\underset{'B'}{\mathop{C{{H}_{2}}\equiv CH-\underset{\begin{smallmatrix}  | \\  COOH \end{smallmatrix}}{\mathop{CH}}\,-OH}}\,\]


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