Two isomeric alkyne starting materials are available for your use. They are:
Using one or the other of these compounds, and selecting reagents from the list on the right, indicate how the following products might be prepared.
Each question (a. through h.) requires two responses. Under Starting Material enter A or B. Under Reagents enter a number corresponding to your selection.
1. H2O + H2SO4 + HgSO4
2. H2 + Lindlar catalyst (poisoned palladium)
3. NaBH4 in ethyl alcohol
4. Disiamylborane [(C5H11)2BH] followed by H2O2 in base
5. Br2 (2 equivalents)
6. KMnO4 in H2O or ozone
7. HBr (2 equivalents)
8. Na in liquid ammonia (NH3)
9. NaOH in aqueous ethanol