The major product P formed in the given reaction is: P · ABC26OR0638

Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Exam: GATE 2000-2022 · Marks: 2 · Difficulty: Medium

The major product P formed in the given reaction is: Question structure 1 of 2, ABC26OR0638 Question structure 2 of 2, ABC26OR0638 P
(a)Option (a) structure, ABC26OR0638
(b)Option (b) structure, ABC26OR0638
(c)Option (c) structure, ABC26OR0638
(d)Option (d) structure, ABC26OR0638
Answer
Answer: D ✓ checked by 4AB · confidence low
Explanation
NaOEt/EtOH brings about E2, which needs a β-H anti-periplanar to the OTs group. The Ph-bearing carbon has only one H, and in the drawn conformation it lies in the plane, anti to OTs.
Of the remaining groups, the CH₃ on the Ph-bearing carbon and the wedged CH₃ on the OTs carbon are on the same (front) face; Ph (hashed) and the H on the OTs carbon are on the back face.
On elimination the two CH₃ groups become cis and Ph becomes cis to the vinylic H, so Ph is trans to the other CH₃: P = (E)-2-phenylbut-2-ene. Answer (d).

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