Q.The correct structure of the product 'A' formed in the reaction: cyclohex-2-en-1-one (a six-membered ring carrying a ketone at C1 conjugated with a ring C2=C3 double bond), treated with H2 gas (1 atm) over Pd/C in ethanol -- A is (NEET): a) an isomer of cyclohexenol (the ring C=O reduced to -OH, the ring C=C retained, drawn with OH and the double bond on nearly opposite sides of the ring) b) cyclohexanone (the ring C=O retained intact, the ring C=C fully hydrogenated so the ring is otherwise saturated) c) a second cyclohexenol isomer (OH retained together with the C=C, but the double bond drawn immediately adjacent to the OH-bearing carbon, an allylic arrangement) d) cyclohexanol (both the ring C=O and the ring C=C fully reduced, giving a fully saturated ring bearing only -OH)
Step 1. The substrate is cyclohex-2-en-1-one -- a six-membered ring bearing a ketone at C1, conjugated with a ring C2=C3 double bond.
Step 2. Catalytic hydrogenation over Pd/C at MILD conditions (1 atm H2, ethanol) is well known to reduce an isolated or conjugated carbon-carbon double bond much faster than it reduces a carbonyl group -- a ketone typically needs a stronger hydride reagent (LiAlH4/NaBH4) or more forcing catalytic conditions to be reduced at all.
Step 3. So under these specific mild conditions, only the ring's C2=C3 double bond is hydrogenated; the ketone at C1 is left completely intact.
Step 4. The product is therefore the fully saturated ring bearing only the original ketone -- cyclohexanone -- with no -OH formed and no double bond remaining.
(b) cyclohexanone
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