JIPMER Jipmer Medical Solved Paper-1998

  • question_answer
    On hydrolysis of propyne, with \[HgS{{O}_{4}}\] and dilute \[{{H}_{2}}S{{O}_{4}},\], we get:

    A)  propanol       

    B)         propanal            

    C)  propenal       

    D)  propanone

    Correct Answer: D

    Solution :

    Propyne, on hydrolysis with \[HgS{{O}_{4}}\] and dil. \[{{H}_{2}}S{{O}_{4}},\] gives propanone. \[C{{H}_{3}}-C\equiv CH+{{H}_{2}}O\xrightarrow[dil.\,{{H}_{2}}S{{O}_{4}}]{HgS{{O}_{4}}}\] \[C{{H}_{3}}-\underset{OH}{\mathop{\underset{|}{\mathop{C}}\,}}\,=C{{H}_{2}}\underset{\text{tautomerise}}{\longleftrightarrow}\underset{\begin{smallmatrix}  \text{Propanone-2} \\  \,\,\,\,\,\,\text{(acetone)} \end{smallmatrix}}{\mathop{C{{H}_{3}}-\underset{O}{\mathop{\underset{||}{\mathop{C}}\,}}\,-C{{H}_{3}}}}\,\]


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