Q.

Consider the reaction, XHgSO4,  60oCdil.H2SO4Ketone. The compound ‘X’ in this reaction can never be

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a

CHCH

b

CH3CCCH3

c

CH3CCH

d

C6H5-CCH

answer is A.

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Detailed Solution

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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.

CHCHdil.H2SO4CH|H=COH|HtautomerismKeto-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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Consider the reaction, X→HgSO4,  60oCdil.H2SO4Ketone. The compound ‘X’ in this reaction can never be