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Alkynes

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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Alkynes

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  1. Alkynes Reaction Acidity Synthesis

  2. s-Complex of Acetylene p-Bonds

  3. Hydrocarbon Comparison

  4. Alkyne Nomenclature

  5. Enes with Ynes

  6. Catalytic Hydrogenation

  7. Lindlar’s Catalyst

  8. H2 on a Poisoned CatalystPrevents Over-Reductioncis Alkenes

  9. Addition of HX

  10. Br2 Addition

  11. Hydration: OxymercurationMarkovnikov

  12. Enol – Keto TautomerizationIntermolecular

  13. Oxymercuration Mechanism

  14. Hydration: HydroborationAnti-Markovnikov

  15. Hydroboration Mechanism

  16. Draw the Products

  17. Acidity of Terminal Alkynes

  18. Acetylide Formation

  19. Alkylation of Acetylide IonsHomologations using SN2 rxn

  20. Multi-step Syntheses

  21. Retrosynthetic AnalysisBegin with the Product

  22. Fill in the Reagents

  23. How Many Steps?

  24. 5 Steps

  25. 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?

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