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Hydrohalogenation (Markovnikov)
addition of HX, X at more substituted position
Hydrohalogenation (anti-Markovnikov)
addition of HBr, ROOR - Br at less substituted position
Acid-catalyzed hydration
Addition of H3O+, Markovnikov
Oxymercuration-demercuration
Addition of Hg(OAc)2, H20 and NaBH4 - Markovnikov addition of H-OH
Hydroboration-oxidation
Addition of BH3 THF, H2O2 and NaOH, Addition of H-OH, anti-Markovnikov, syn addition
Hydrogenation
Addition H2 and a metal (Pt)
Bromination
Addition of Br2, Anti (trans)-addition
Halohydrin formation
Addition of Br2, H2O, anti-Markovnikov, Anti (trans) addition
Anti dihydroxylation
Addition of RCO3H and H3O+, Anti (trans) addition, addition of OH-OH
Syn Dihydroxylation (2 reactions)
Addition of KMnO4 and NaOH cold, Syn addition, addition of OH-OH
Addition of OsO4 and NaHSO3 and H2O, Syn addition, addition of OH-OH
Ozonolysis
Addition of C=O bonds, addition of O3 and DMS
Note
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