CH_3-C equiv C-O-CH_3 xrightarrow{dil. H_2SO | vedclass

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Question

(A) The reaction of an alkyne with water in the presence of $dil. \ H_2SO_4$ and $HgSO_4$ is a hydration reaction. For the given substrate $CH_3-C \eq

Vedclass · Accepted Answer

Methyl propionate $(CH_3-CH_2-COOCH_3)$

Vedclass · Answer

(A) The reaction of an alkyne with water in the presence of $dil. \ H_2SO_4$ and $HgSO_4$ is a hydration reaction. For the given substrate $CH_3-C \equiv C-O-CH_3$,the triple bond undergoes hydration. The $Hg^{2+}$ ion coordinates with the triple bond,facilitating the attack of water. Following the mechanism,the enol intermediate formed is unstable and tautomerizes to the more stable carbonyl compound. The final product is methyl propionate $(CH_3-CH_2-COOCH_3)$.

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

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