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Question
What is the major elimination product of the following reaction?
What is the major elimination product of the following reaction?
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Solution
The correct option is C
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. Therefore, in E2 elimination occurs in anti-periplanar geometry.
The given fischer projection should be converted to Sawhorse projection to analyse the anti-periplanar geometry.
The sawhorse projection does not have Br and H in anti-periplanar geometry so the molecule undergoes C-C bond rotation to make Br and H in anti-periplanar.
In this rotation of the molecule, both CH3 molecules comes in syn position. Thus, the elimination of Br and H gives cis-alkene product.
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. Therefore, in E2 elimination occurs in anti-periplanar geometry.
The given fischer projection should be converted to Sawhorse projection to analyse the anti-periplanar geometry.
The sawhorse projection does not have Br and H in anti-periplanar geometry so the molecule undergoes C-C bond rotation to make Br and H in anti-periplanar.
In this rotation of the molecule, both CH3 molecules comes in syn position. Thus, the elimination of Br and H gives cis-alkene product.
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