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Question


The major product obtained when this substrate is subjected to E2 reaction will be

A
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B
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C
Both (A) and (B)
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D
None of these
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Solution

The correct option is D None of these
E2 is a bimolecular single step reaction proceeds through a transition state.
In this reaction, the base will abstract the proton and the leaving group leave the substrate which result in a partial double bond in the transition state.
The abstraction of a proton by a base and the departure of the leaving group occurs simultaneously. Hence, it is concerted reaction.
The transition state of E2 consists of an H atom and a leaving group from the substrate aligned in the plane. The removal of proton and leaving group are in anti-periplanar.
In given compound, both H and Br are not anti periplanar. So, the elimination of H and Br is impossible. Hence, the reaction does not undergo E2 elimination.

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