JIPMER Jipmer Medical Solved Paper-2000

  • question_answer
    \[C{{H}_{3}}C{{H}_{2}}COOH\xrightarrow[Fe]{C{{l}_{2}}}X\xrightarrow{alc.\,KOH}Y,\]the compound \[Y\] is:

    A)  \[C{{H}_{2}}==CHCOOH\]

    B)  \[C{{H}_{2}}CHClCOOH\]

    C)  \[C{{H}_{3}}C{{H}_{2}}CN\]

    D)  \[C{{H}_{3}}C{{H}_{2}}OH\]

    Correct Answer: A

    Solution :

    Propanoic acid, on treatment with halogen, in presence of catalyst, gives a-halo derivative. Thus, the complete reaction is as follows \[C{{H}_{3}}.C{{H}_{2}}COOH\xrightarrow[Fe]{C{{l}_{2}}}\,C{{H}_{3}}-\overset{\begin{smallmatrix}  Cl \\  | \end{smallmatrix}}{\mathop{C}}\,H.COOH\] \[\xrightarrow[\text{Dehydrodehalogenation}]{\text{alc}\text{.}\,\text{KOH}}\underset{\text{Acrylic}\,\,\text{acid}}{\mathop{C{{H}_{2}}==CH\cdot COOH}}\,\] Hence, the product is acrylic acid.


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