1. Hydrohalogenation (Markovnikov)        4. Hydroboration-oxidation 8. Anti di hydroxy I ation
2. Hydrohalogenation (anri-Markovnikov) 5. Hydrogenation 9. Syn dihydroxylation
3. Acid-catalyzed hydration and             6. Bromination 10. Ozonolysis oxymercuration-demercu ration
7. Halohydrin formation
12 11
1. Elimination 6. Halogenation (one equivalent) 10. Dissolving metal reduction
2. Hydrohalogenation (two equivalents) 7. Halogenation (two equivalents) 11. Hydrogenation
3. Hydrohalogenation (one equivalent) 8. Ozonolysis 12. Hydrogenation with a
4. Acid-catalyzed hydration 9. Alkylation poisoned catalyst
5. Hydroboration-oxidation