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JEE PYQ: Aldehydes And Ketones Question 19

Question 19 - 2020 (06 Sep Shift 1)

‘A’ ($\text{C}7\text{H}{14}$): Ozonolysis gives B (positive iodoform + silver mirror) and C (no iodoform, Lucas test positive after LiAlH$_4$ reduction). A is:

(1). (2-methylhex-3-ene)

(2). (3-methylhex-3-ene)

(3). (2-methylhex-2-ene)

(4). (3-methylhex-2-ene)

Show Answer

Answer: (4)

Solution

B = CH$_3$CHO (iodoform + Tollens positive). C = ketone (no iodoform). LiAlH$_4$ reduces C to secondary alcohol (Lucas test in 5 min). A = 3-methylhex-2-ene gives CH$_3$CHO + pentan-3-one on ozonolysis.


Learning Progress: Step 19 of 49 in this series