JEE Main & Advanced Chemistry Aldehydes, Ketones Question Bank Critical Thinking Aldehydes,

  • question_answer
    The product(s) obtained via oxymercuration \[(HgS{{O}_{4}}+{{H}_{2}}S{{O}_{4}})\] of 1-butyne would be           [IIT-JEE 1999]

    A)                 \[C{{H}_{3}}C{{H}_{2}}COC{{H}_{3}}\]

    B)                 \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}CHO\]

    C)                 \[C{{H}_{3}}C{{H}_{2}}CHO+HCHO\]

    D)                 \[C{{H}_{3}}C{{H}_{2}}COOH+HCOOH\]

    Correct Answer: A

    Solution :

               \[\underset{\text{But}-\text{1}-\text{yne}}{\mathop{C{{H}_{3}}-C{{H}_{2}}-C\equiv }}\,CH+{{H}_{2}}O\to \] \[\left[ C{{H}_{3}}-C{{H}_{2}}-\overset{OH}{\mathop{\overset{|\,\,\,\,}{\mathop{C\,}}\,}}\,=C{{H}_{2}} \right]\underset{\text{tautomerism}}{\mathop{\xrightarrow{\text{keto-enol}}}}\,\]\[\underset{\text{Butan}-\text{2}-\text{one}}{\mathop{C{{H}_{3}}-C{{H}_{2}}-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-C{{H}_{3}}}}\,\]


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