The major product formed in the following reaction is: i) n-BuLi, -80°C ii) NH₄Cl · ABC26OR0363
Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Named Reactions · Exam: CSIR NET JUNE 2018 · Marks: 2 · Difficulty: Medium
The major product formed in the following reaction is: 
i) n-BuLi, $-80^{\circ}\mathrm{C}$ ii) $\mathrm{NH_4Cl}$
i) n-BuLi, $-80^{\circ}\mathrm{C}$ ii) $\mathrm{NH_4Cl}$(a)
(b)
(c)
(d)
Answer
Answer: B ✓ checked by 4AB · confidence high
The source book printed C; on checking, B is correct — see the explanation.
Explanation
n-BuLi deprotonates the benzylic position and the [2,3]-Wittig rearrangement proceeds with allylic transposition: Ph–CH(OH)–C(CH₃)₂–CH=CH₂ (b).
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