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Methylenecyclopentane (Below) Can Be Exposed to Allylic Bromination Conditions to Give

Question 23

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Methylenecyclopentane (below) can be exposed to allylic bromination conditions to give multiple regioisomeric compounds, including Compound X. Compound X can then be hydrogenated to give Compound Y, which has only 4 distinct resonances in the (proton-decoupled) 13C NMR spectrum. What are the structures of compounds X and Y? Methylenecyclopentane (below) can be exposed to allylic bromination conditions to give multiple regioisomeric compounds, including Compound X. Compound X can then be hydrogenated to give Compound Y, which has only 4 distinct resonances in the (proton-decoupled) <sup>13</sup>C NMR spectrum. What are the structures of compounds X and Y?

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