J & K CET Medical J & K - CET Medical Solved Paper-2002

  • question_answer
    Which of the following on oxidation with\[Cr{{O}_{3}}\]would give a product that would give iodoform test?

    A)  Butanol-2                          

    B)  Methanol

    C)  t-butanol                           

    D)  None of these

    Correct Answer: A

    Solution :

                    \[C{{H}_{3}}CHO\]and all other ketones containing \[COC{{H}_{3}}\]group give iodoform test. Butanol-2 on oxidation with\[Cr{{O}_{3}}\]gives ethylmethyl ketone, which gives iodoform test positive. \[\underset{butanol-2}{\mathop{C{{H}_{3}}C{{H}_{2}}\underset{\begin{smallmatrix}  | \\  OH \end{smallmatrix}}{\mathop{CH}}\,C{{H}_{3}}}}\,\] \[\xrightarrow[Cr{{O}_{3}}]{[O]}\underset{ethyl\text{ }methyl\text{ }ketone}{\mathop{C{{H}_{3}}C{{H}_{2}}-\underset{\begin{smallmatrix}  |\,| \\  O \end{smallmatrix}}{\mathop{C}}\,-C{{H}_{3}}}}\,\] \[C{{H}_{3}}-C{{H}_{2}}-\underset{\begin{smallmatrix}  |\,| \\  O \end{smallmatrix}}{\mathop{C}}\,-C{{H}_{3}}\xrightarrow[NaOH]{{{I}_{2}}}\underset{\begin{smallmatrix}  \,\,\,\,iodoform \\  (yellow\text{ }ppt.) \end{smallmatrix}}{\mathop{CH{{I}_{3}}}}\,\]


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