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Question

What are the products of the following reaction?


A

The reaction is an example of syn-coplanar elimination

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B

Elimination does not happen

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C

The reaction is an example of anti-periplanar elimination

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D

None of the above. A substitution product is the major product.

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Solution

The correct option is A

The reaction is an example of syn-coplanar elimination


Usually E2 requires that the carbon-hydrogen and carbon-bromine bonds be anti-periplanar. In this case, such an arrangement is impossible
owing to the bicyclo nature. Here the elimination is syn-coplanar – meaning the carbon-hydrogen and the carbon-bromine bonds are in the
same plane and on the same side.



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