Organic compound A does not undergo decarboxy | vedclass

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(C) The compound $A$ is a bridged bicyclic carboxylic acid. Decarboxylation typically involves the formation of a carbanion or a carbocation intermedi

Vedclass · Accepted Answer

Intermediate does not follow Bredt's rule

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(C) The compound $A$ is a bridged bicyclic carboxylic acid. Decarboxylation typically involves the formation of a carbanion or a carbocation intermediate. In this specific bridged system,the formation of a double bond at the bridgehead position (which would be required for the transition state or intermediate during decarboxylation) is forbidden by Bredt's rule. Bredt's rule states that a double bond cannot be placed at the bridgehead of a bridged ring system unless the rings are large enough to accommodate the strain.

Organic compound $A$ does not undergo decarboxylation reaction because?

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