8. An unknown hydrocarbon, \( \mathbf{A} \), with formula \( \mathrm{C}_{6} \mathrm{H}_{12} \) reacts with 1 mol of hydrogen over a nickel catalyst to produce an alkane. This hydrocarbon also reacted with hot alkaline \( \mathrm{KMnO}_{4} \) to give two products. One was propanoic acid \( \left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOH}\right) \) and the other was shown to be a ketone. Draw the structure of the hydrocarbon \( \mathbf{A} \). [2 Marks] END OF WORKSHEET
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Step 1: Hydrogenation of A (C6H12) with 1 mol H2 gives an alkane C6H14, so A must be a mono-unsaturated or mono-ring with one degree of unsaturation; oxidation with KMnO4 gives propanoic acid and a ketone, implying oxidative cleavage of a C–C bond(s) yields a C3 Show more…
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