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


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