JEE PYQ: Hydrocarbons Question 20
Question 20 - 2020 (03 Sep Shift 2)
The major product in the following reaction is:
2,3-Dimethyl-3-iodobut-1-ene $\xrightarrow{t\text{-BuOH}/\text{Heat}}$
(1) Conjugated diene (1,3-butadiene derivative)
(2) 2,3-Dimethylbut-1,3-diene
(3) A different diene product
(4) $t$-Butyl ether product
Show Answer
Answer: (3)
Solution
E1 reaction with $t$-BuOH (weak base). Carbocation forms, then 1,2-H shift gives more stable carbocation. Loss of proton gives the more substituted alkene (Saytzeff product).
BETA
