JEE PYQ: Aldehydes And Ketones Question 22
Question 22 - 2020 (09 Jan Shift 1)
$\text{CH}_3-\text{CH}-\text{C}\equiv\text{CH} \xrightarrow{\text{HgSO}_4/\text{H}_2\text{SO}_4/\text{H}_2\text{O}}$ X $\xrightarrow{\text{(i) C}_2\text{H}_5\text{MgBr, (ii) Conc. H}_2\text{SO}_4/\Delta}$ Y
(1). (Option 1 alkene)
(2). (Trisubstituted alkene (Zaitsev product))
(3). (Option 3 alkene)
(4). (Option 4 alkene)
Show Answer
Answer: (2) (Note: Answer key says 4)
Solution
Markovnikov hydration gives methyl ketone X. Grignard adds ethyl. Dehydration by Zaitsev’s rule gives most substituted alkene Y.