'x' is the product which is obtained by the hydrolysis of prop-1-yne in the presence of mercuric sulphate under dilute acidic medium at 333 K. 'y' 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 'x' and 'y' in the presence of barium hydroxide followed by heating is :
- 2-Methylpent-4-en-3-one
- 4-Methylpent-3-en-2-one
- 4-Methylpent-1-ene
- 2-Methylpent-3-one
Answer
(2) 4-Methylpent-3-en-2-one
Solution
x: CH3-C CH + H2O [333 K]Hg2+, dil. H2SO4 CH3COCH3 (acetone, Markovnikov hydration)
y: CH3-C N + CH3MgBr dry ether (CH3)2C=NMgBr H3O+ CH3COCH3 (acetone)
So x and y are both acetone. With Ba(OH)2 acetone undergoes aldol reaction; heating dehydrates the aldol:
2CH3COCH3 Ba(OH)2 (CH3)2C(OH)CH2COCH3 [-H2O] (CH3)2C=CH-CO-CH3
Numbering from the end nearer to C=O: 5CH3- 4C(CH3)= 3CH- 2CO- 1CH3
∴ 4-Methylpent-3-en-2-one (mesityl oxide)
Answer: (2)