Alkynes. Reaction Acidity Synthesis. s- Complex of Acetylene. p- Bonds. Hydrocarbon Comparison. Alkyne Nomenclature. Enes with Ynes. Catalytic Hydrogenation. Lindlar’s Catalyst. H 2 on a Poisoned Catalyst Prevents Over-Reduction cis Alkenes. Addition of HX. Br 2 Addition.
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Compound A, C9H12, absorbs 3 equivalents of H2 on catalytic reduction over palladium to give B, C9H18. On reaction with acidic KMnO4, compound A gives, among other things, a ketone that was identified as cyclohexanone. On treatment with NaNH2 in NH3, followed by addition of iodomethane, compound A gives a new hydrocarbon C, C10H14. What are the structures of A, B and C?