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Q.What happens when CH≡CH reacts with dil. H2SO4 in presence of HgSO4 ? What is the role of HgSO4 in the reaction?

Odisha ChseOdisha CHSE +2 Science Board Exam 2026Subjective· 3mImportance★★★★★
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HgSO4HgSO_4-catalysed hydration of acetylene with dilute H2SO4H_2SO_4 gives acetaldehyde via a transient vinyl alcohol (enol) intermediate that tautomerises.

Acetylene (ethyne, CH≡CHCH\equiv CH) reacts with water in the presence of dilute sulphuric acid, using mercuric sulphate (HgSO4HgSO_4) as a catalyst, in an addition reaction following Markovnikov's rule (the terminal, unsubstituted alkyne here is symmetrical, so a single unambiguous product is obtained):

CH≡CH+H2O→H2SO4HgSO4[CH2=CH−OH]→tautomerisesCH3−CHOCH\equiv CH + H_2O \xrightarrow[H_2SO_4]{HgSO_4} [CH_2=CH-OH] \xrightarrow{\text{tautomerises}} CH_3-CHO

The initial product of addition of water across the triple bond is vinyl alcohol (CH2=CH−OHCH_2=CH-OH), an unstable enol which cannot be isolated because it rapidly tautomerises (via a 1,3-proton shift, keto-enol tautomerism) to the thermodynamically far more stable carbonyl (keto) form — acetaldehyde, CH3CHOCH_3CHO.

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