BCECE Medical BCECE Medical Solved Papers-2009

  • question_answer
    \[C{{H}_{3}}C\equiv CH\xrightarrow[+H{{g}^{2+}},{{60}^{o}}C]{{{H}_{2}}S{{O}_{4}}}?\]

    A)  \[C{{H}_{3}}CHO\]

    B)  \[C{{H}_{3}}COOH\]

    C)  \[C{{H}_{3}}COC{{H}_{3}}\]

    D)  \[C{{H}_{3}}C{{H}_{2}}COOH\]

    Correct Answer: C

    Solution :

    In the presence of dil \[{{H}_{2}}S{{O}_{4}}\] and \[H{{g}^{2+}}\]addition of water takes place to the alkyne (according to Markownikoffs rule). \[C{{H}_{3}}\underset{propyne}{\mathop{C\equiv CH}}\,\xrightarrow[+H{{g}^{2+}},\,{{60}^{o}}C]{{{H}_{2}}S{{O}_{4}}}\underset{addition\text{ }product}{\mathop{C{{H}_{3}}-\overset{\begin{smallmatrix}  OH \\  | \end{smallmatrix}}{\mathop{C}}\,=C{{H}_{2}}}}\,\]          \[\xleftarrow{Tautomerisation}\underset{acetone}{\mathop{C{{H}_{3}}-\overset{\begin{smallmatrix}  O \\  || \end{smallmatrix}}{\mathop{C}}\,-C{{H}_{3}}}}\,\]


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