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Question

Which one of the following carbonyl compounds cannot be prepared by addition of water on an alkyne in the presence of HgSO4 and H2SO4?

A
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B

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C

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D

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Solution

The correct option is D


One molecule of water adds to an alkyne when it is warmed with HgSO4 and dil. H2SO4 at 333 K to forms a carbonyl compound.


For the preparation of CH3CH2CHO(Propanaldehyde), the respective alkyne is,
CH3CCH.
The addition of H2O to the alkynes follows Markovnikov's rule.
Hence, the product will be

Hence, compound (d) cannot be prepared by additon of water on alkyne in the presence of HgSO4 and H2SO4
Thus, option (c) is correct.


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