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  4. On hydrolysis of propyne, with HgSO4 and dilute H2SO4, , we get:

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Q. On hydrolysis of propyne, with $ HgS{{O}_{4}} $ and dilute $ {{H}_{2}}S{{O}_{4}}, $ , we get:

JIPMERJIPMER 1998

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}}}}\, $