Chhattisgarh PMT Chhattisgarh PMT Solved Paper-2009

  • question_answer
    Which is necessary for conversion of butane-2-one into propanoic acid?

    A)  Tollen reagent  

    B)  Fehling solution

    C)  \[NaOH/{{I}_{2}}/{{H}^{+}}\]

    D)  \[NaOH/NaI/{{H}^{+}}\]

    Correct Answer: C

    Solution :

    Methyl ketones when treated with \[NaOH/{{I}_{2}}/{{H}^{+}}\] give iodoform and an acid (with one carbon less than the parent ketone). \[\underset{\begin{smallmatrix}  \text{butane-2-one} \\  \text{(methyl}\,\,\text{ketone)} \end{smallmatrix}}{\mathop{C{{H}_{3}}C{{H}_{2}}-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-C{{H}_{3}}}}\,+NaOH+{{I}_{2}}\xrightarrow[\begin{smallmatrix}  -NaI \\  -{{H}_{2}}O \end{smallmatrix}]{}\]\[CH{{I}_{3}}+C{{H}_{3}}C{{H}_{2}}COONa\xrightarrow{{{H}^{+}}}\underset{propanoic\,\,acid}{\mathop{C{{H}_{3}}C{{H}_{2}}COOH}}\,\]


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