5. An unknown hydrocarbon A with the formula C6H12 reacts with 1 molar equivalent of H2 over a palladium catalyst. Hydrocarbon A also reacts with OsO4 to give diol B. When oxidized with KMNO4 in acidic solution, A gives two fragments. One fragment is propanoic acid, CH3CH2CO2H, and the other fragment is ketone C. What are the structures of A, B, and C? Write all reactions and show your reasoning.

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5. An unknown hydrocarbon A with the formula CóH12 reacts with 1 molar equivalent of
H2 over a palladium catalyst. Hydrocarbon A also reacts with OsO4 to give diol B.
When oxidized with KMNO4 in acidic solution, A gives two fragments. One fragment
is propanoic acid, CH3CH2CO2H, and the other fragment is ketone C. What are the
structures of A, B, and C? Write all reactions and show your reasoning.
Transcribed Image Text:5. An unknown hydrocarbon A with the formula CóH12 reacts with 1 molar equivalent of H2 over a palladium catalyst. Hydrocarbon A also reacts with OsO4 to give diol B. When oxidized with KMNO4 in acidic solution, A gives two fragments. One fragment is propanoic acid, CH3CH2CO2H, and the other fragment is ketone C. What are the structures of A, B, and C? Write all reactions and show your reasoning.
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