Manipal Engineering Manipal Engineering Solved Paper-2008

  • question_answer
    Which of the following gives aldol condensation reaction?

    A) \[{{C}_{6}}{{H}_{5}}OH\]

    B) \[{{C}_{6}}{{H}_{5}}-\overset{\begin{smallmatrix}  O \\  || \end{smallmatrix}}{\mathop{C}}\,-{{C}_{6}}{{H}_{5}}\]

    C) \[C{{H}_{3}}C{{H}_{2}}-\overset{\begin{smallmatrix}  O \\  || \end{smallmatrix}}{\mathop{C}}\,-C{{H}_{3}}\]

    D) \[{{(C{{H}_{3}})}_{3}}C-\overset{\begin{smallmatrix}  O \\  || \end{smallmatrix}}{\mathop{C}}\,-{{C}_{6}}{{H}_{5}}\]

    Correct Answer: C

    Solution :

    Those aldehydes or ketones which have \[\alpha -\]hydrogen atoms undergo aldol condensation reaction. \[C{{H}_{3}}\overset{\alpha }{\mathop{C{{H}_{2}}}}\,-\overset{\begin{smallmatrix}  O \\  || \end{smallmatrix}}{\mathop{C}}\,-C{{H}_{2}}+\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\mathop{\overset{\alpha }{\mathop{HCH}}\,}}\,-\overset{\begin{smallmatrix}  O \\  || \end{smallmatrix}}{\mathop{C}}\,-C{{H}_{3}}\] \[\xrightarrow{Dil.alkali}\,C{{H}_{3}}C{{H}_{2}}-\underset{aldol}{\mathop{\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix}  OH \\  | \end{smallmatrix}}{\mathop{C}}}\,}}\,-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\mathop{CH}}\,-\overset{\begin{smallmatrix}  O \\  || \end{smallmatrix}}{\mathop{C}}\,-C{{H}_{3}}\]


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