(Solution) - A compound A C6H undergoes catalytic hydrogenation over Lindlar catalyst -(2025 Original AI-Free Solution)

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Academic Level: Undergrad. (yrs 3-4)

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A compound A (C6H) undergoes catalytic hydrogenation over Lindlar catalyst to give a compound B, which in turn undergoes ozonolysis followed by workup with aqueous H2O2 to yield succinic acid and two equivalents of formic acid. In the absence of a catalyst poison, hydrogenation of A gives hexane. Propose a structure for compound A.

A compound A (C6H) undergoes catalytic hydrogenation over Lindlar catalyst