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Q.

Consider the reaction, X→HgSO4,  60oCdil.H2SO4Ketone. The compound ‘X’ in this reaction can never be

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a

CH≡CH

b

CH3−C≡C−CH3

c

CH3−C≡CH

d

C6H5-C≡CH

answer is A.

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Detailed Solution

Acidic hydration of alkyne involves addition of water by Markonikoff's rule. The enol formed tautomerises to a stable ketone.∵Ethyne contains only two carbon atoms, the -OH group will be attached to terminal carbon atom.the enol formed tautomerises to an aldehyde.CH≡CH→dil.H2SO4CH|H=COH|H⇌tautomerismKeto-enolCH3-CH=O (2)   .    .    .  CH3-CO-CH2-CH3  is  formed (3)   .    .    .  CH3-CO-CH3  is  formed (4)   .    .    .  C6H5-CO-CH3 is  formed
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