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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.


Learning Progress: Step 22 of 49 in this series