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(C) The reaction of propyne with water in the presence of $40\% \ H_2SO_4$ and $1\% \ HgSO_4$ is an example of hydration of alkynes. The reaction proc

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Acetone

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(C) The reaction of propyne with water in the presence of $40\% \ H_2SO_4$ and $1\% \ HgSO_4$ is an example of hydration of alkynes. The reaction proceeds via the formation of an enol intermediate: $CH_3-C \equiv CH + H_2O \xrightarrow{H_2SO_4, HgSO_4} CH_3-C(OH)=CH_2$. This enol intermediate undergoes tautomerization to form the more stable ketone,which is acetone: $CH_3-C(OH)=CH_2 \rightarrow CH_3-C(=O)-CH_3$ (Acetone).

When propyne reacts with aqueous $H_2SO_4$ in the presence of $HgSO_4$,the major product is

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$CH_3-C \equiv C-O-CH_3 \xrightarrow{dil. H_2SO_4, HgSO_4} \text{major product}$

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$CH_3CH_2-C \equiv CH$ $\xrightarrow[2. CH_3CH_2Br]{1. NaNH_2} A$ $\xrightarrow{Na, NH_3(liq.)} B$ $\xrightarrow{Br_2, CH_2Cl_2} C$

$A$ compound is treated with $NaNH_2$ to give a sodium salt. Identify the compound.

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