VIT Engineering VIT Engineering Solved Paper-2015

  • question_answer
    In keto-enol tautomerism of dicarbonyl compounds, the enol-form is preferred in contrast to the keto-form, this is due to

    A) presence of carbonyl group on each side of \[-C{{H}_{2}}-group\]

    B) resonance stabilisation of enol form

    C) presence of methylene group

    D)  rapid chemical exchange

    Correct Answer: B

    Solution :

    Resonance stabilisation of enol form as shown \[\underset{enol\,form}{\mathop{C{{H}_{3}}-\overset{\begin{smallmatrix}  O \\  | \end{smallmatrix}}{\mathop{C}}\,\overset{\begin{smallmatrix}  - \\   \end{smallmatrix}}{\mathop{=}}\,}}\,\overset{\begin{smallmatrix}  H \\   \end{smallmatrix}}{\mathop{CH}}\,\overset{\begin{smallmatrix}  ....... \\   \end{smallmatrix}}{\mathop{-}}\,\overset{\begin{smallmatrix}  O \\  | \end{smallmatrix}}{\mathop{C}}\,-C{{H}_{3}}\underset{{}}{\longleftrightarrow}\] \[C{{H}_{3}}-\underset{C-}{\overset{O.....}{\mathop{||}}}\,\underset{CH=}{\overset{H-}{\mathop{{}}}}\,\underset{C-C{{H}_{3}}}{\overset{O}{\mathop{|}}}\,\]


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