Reactions of Alkenes

 

                                                Reagents          Mechanism      Intermediate            Regiochemistry Stereochemistry

 

Hydrogenation                         H2/Pd/C           Concerted        None                           No                   Syn

                       

 

Bromination                            Br2                   Ionic                Bromonium ion           No                   Anti

 

 

Halohydrin Formation             Br2/H2O          Ionic                Bromonium ion           Yes                  Anti

 

 

Hydrohalogenation                  HBr                 Ionic                Carbocation                 Yes                  No

 

 

Hydration                                H2O/H2SO4     Ionic                Carbocation                 Yes                  No                                                      

 

Dihydroxylation                      1. OsO4          Concerted        None                           No                   Syn

                                                2. NaHSO3