Hydration of a terminal alkyne 1-hexyne using HgSO4/H2SO4 gives what carbonyl compound?

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Multiple Choice

Hydration of a terminal alkyne 1-hexyne using HgSO4/H2SO4 gives what carbonyl compound?

Hydration of a terminal alkyne under HgSO4/H2SO4 proceeds with Markovnikov addition of water across the triple bond, followed by tautomerization of the resulting enol to a ketone. The carbonyl ends up on the internal carbon of the former alkyne, and the terminal carbon becomes the methyl group of the product. For 1-hexyne, the internal alkyne carbon is attached to a butyl chain (the rest of the molecule), giving a ketone with that butyl group on one side and a methyl group on the other: CH3-CO-CH2-CH2-CH2-CH3, i.e., 2-hexanone.

Hydration of a terminal alkyne under HgSO4/H2SO4 proceeds with Markovnikov addition of water across the triple bond, followed by tautomerization of the resulting enol to a ketone. The carbonyl ends up on the internal carbon of the former alkyne, and the terminal carbon becomes the methyl group of the product. For 1-hexyne, the internal alkyne carbon is attached to a butyl chain (the rest of the molecule), giving a ketone with that butyl group on one side and a methyl group on the other: CH3-CO-CH2-CH2-CH2-CH3, i.e., 2-hexanone.

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