Questions: What is the major organic product of the following reaction? → HgSO4, H2O, H2SO4 I II III IV Multiple Choice I II III IV

What is the major organic product of the following reaction? → HgSO4, H2O, H2SO4 I II III IV Multiple Choice I II III IV
Transcript text: What is the major organic product of the following reaction? $\xrightarrow{ } \xrightarrow{\substack{\mathrm{HgSO}_{4} \\ \mathrm{H}_{2} \mathrm{O}_{1} \mathrm{H}_{2} \mathrm{SO}_{4}}}$ I II III IV Multiple Choice I II III IV
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Solution

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Solution Steps

Step 1: Identify the reaction type

The reaction shown is the hydration of an alkyne using mercuric sulfate (HgSO4) as a catalyst in the presence of water and sulfuric acid (H2SO4). This reaction follows Markovnikov's rule.

Step 2: Markovnikov's rule

Markovnikov's rule states that in the addition of a protic acid (like water in this case) to an alkene or alkyne, the hydrogen atom will add to the carbon with the greater number of hydrogen atoms already attached, and the more electronegative group (OH in this case) will add to the more substituted carbon.

Step 3: Applying the rule to the given alkyne

In the given alkyne, both carbons of the triple bond have an equal number of hydrogens. However, the addition still follows Markovnikov's regioselectivity due to the mechanism involving a mercurinium ion intermediate. The initial product formed is an enol which will rapidly tautomerize to a ketone.

Final Answer

III

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