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Q. In which of the following options chlorine will act as the best leaving group.

NTA AbhyasNTA Abhyas 2020Organic Chemistry – Some Basic Principles and Techniques

Solution:

The chlorine atom that leaves to give us the most stable carbocation will act as the best leaving group. Among the given options, the Cl attached to a 3o carbon will act as the best leaving group as this would give a stable 3o carbocation (stable due to highest extent of hyperconjugation).