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Fundamentals of Organic ChemistryChemistryHaloalkanes and Haloarenes

Identify the final product C in the given reaction sequence:

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Correct answer

1

Step-by-step solution

Reaction of cyclopentene with NBS in the presence of light ( h ) leads to allylic bromination, forming 3-bromocyclopentene as compound A. Treatment of 3-bromocyclopentene (A) with alcoholic KOH causes dehydrohalogenation (E2 elimination), yielding 1,3-cyclopentadiene as compound B. 1,3-cyclopentadiene contains highly acidic methylene protons at the sp^3 hybridized carbon because the removal of a proton generates the cyclopentadienyl anion, which is highly stable due to being aromatic (satisfying Hückel's rule with

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