RAJASTHAN ­ PET Rajasthan PET Solved Paper-2009

  • question_answer
    Which of the following compounds does not give iodoform test?

    A)  \[C{{H}_{3}}COC{{H}_{2}}COO{{C}_{2}}{{H}_{5}}\]

    B)  \[PhC{{H}_{2}}COC{{H}_{3}}\]

    C)  \[M{{e}_{3}}C.COC{{H}_{3}}\]

    D)  \[C{{H}_{3}}COC{{H}_{3}}\]

    Correct Answer: A

    Solution :

     lodoform test is given by those compounds which contain\[C{{H}_{3}}CO-\]group. Ethyl acetoacetate\[(C{{H}_{3}}COC{{H}_{2}}COO{{C}_{2}}{{H}_{5}})\]contains\[C{{H}_{3}}CO-\]group but it is attached to more reactive\[-C{{H}_{2}}\]group (methylene group). Therefore, on reaction with\[{{I}_{2}}\]and\[O{{H}^{-}},\]the iodination of\[-C{{H}_{2}}\]group is rapidi than the methyl group of\[C{{H}_{3}}CO-\]. Due to this reason ethyl acetoacetate does not give iodoform test.


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