A) ethanal
B) 2-propanol
C) propane
D) propanone
Correct Answer: D
Solution :
In the presence of\[{{H}_{2}}S{{O}_{4}}\]and\[HgS{{O}_{4}}\]as a catalyst,\[{{H}_{2}}O\]adds to triple bond of propyne to form an unstable enol which readily tautomenses to the propanone. Addition occurs according to Markownikoff s rule. \[C{{H}_{3}}-C\equiv CH+{{H}^{+\delta }}-O{{H}^{-\delta }}\xrightarrow[{}]{HgS{{O}_{4}},{{H}_{2}}S{{O}_{4}}}\] \[\underset{Enol\,(unstable)}{\mathop{\left[ C{{H}_{3}}-\overset{\begin{smallmatrix} OH \\ | \end{smallmatrix}}{\mathop{C}}\,=\overset{\begin{smallmatrix} H \\ | \end{smallmatrix}}{\mathop{CH}}\, \right]}}\,\xrightarrow[{}]{{}}\underset{\Pr opanone}{\mathop{C{{H}_{3}}-\overset{\begin{smallmatrix} O \\ || \end{smallmatrix}}{\mathop{C}}\,=C{{H}_{3}}}}\,\]
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