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JEE Main 20266 AprilEvening Shift
Exam
JEE Main
Year
2026
Date
6 April
Shift
Evening Shift
Subject
Chemistry
Chapter
Aldehydes and Ketones

JEE Main 2026 · 6 April · Evening Shift · Chemistry · Aldehydes and Ketones

' x ' is the product which is obtained by the hydrolysis of...

'xx' is the product which is obtained by the hydrolysis of prop-1-yne in the presence of mercuric sulphate under dilute acidic medium at 333333 K. 'yy' is the product which is obtained by the reaction of ethane nitrile with methyl magnesium bromide in dry ether followed by hydrolysis. IUPAC name of product obtained from 'xx' and 'yy' in the presence of barium hydroxide followed by heating is :

Options

  1. A2-Methylpent-4-en-3-one
  2. B4-Methylpent-3-en-2-one
  3. C4-Methylpent-1-ene
  4. D2-Methylpent-3-one

Correct answer

B. 4-Methylpent-3-en-2-one

Step-by-step solution

Hydrolysis of prop-1-yne in the presence of HgSO4HgSO_4 and dilute H2SO4H_2SO_4 yields acetone.

CH3−C≡CH+H2O→Hg2+,H+CH3−CO−CH3CH_3-C \equiv CH + H_2O \xrightarrow{Hg^{2+}, H^+} CH_3-CO-CH_3

Thus, xx is acetone.

Reaction of ethane nitrile (CH3CNCH_3CN) with methyl magnesium bromide (CH3MgBrCH_3MgBr) followed by hydrolysis also yields acetone.

CH3−C≡N+CH3MgBr→CH3−C(CH3)=NMgBr→H3O+CH3−CO−CH3CH_3-C \equiv N + CH_3MgBr \rightarrow CH_3-C(CH_3)=NMgBr \xrightarrow{H_3O^+} CH_3-CO-CH_3

Thus, yy is acetone.

Reaction of xx and yy (both acetone) in the presence of Ba(OH)2Ba(OH)_2 followed by heating results in an aldol condensation.

2CH3−CO−CH3→Ba(OH)2CH3−C(OH)(CH3)−CH2−CO−CH32 CH_3-CO-CH_3 \xrightarrow{Ba(OH)_2} CH_3-C(OH)(CH_3)-CH_2-CO-CH_3

Heating causes dehydration to form an unsaturated ketone.

CH3−C(OH)(CH3)−CH2−CO−CH3→ΔCH3−C(CH3)=CH−CO−CH3CH_3-C(OH)(CH_3)-CH_2-CO-CH_3 \xrightarrow{\Delta} CH_3-C(CH_3)=CH-CO-CH_3

Numbering the principal carbon chain to give the lowest locant to the ketone group, the IUPAC name of the product is 4-methylpent-3-en-2-one.

Answer: 4-Methylpent-3-en-2-one
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