Page 101 - Pharm.Org.Chem-I 02-06-05-101

Rearrangements in HX addition to alkenes
(1,2-methide shift)

Anti-Markovnikov’s addition of HX to alkenes

• Anti-Markovnikov’s addition occurs when peroxides (ex. H2O2)
are present in the reaction mixture
• The anti-Markovnicoff’s addition proceeds through free radical

mechanism.
Marcovnicoff’s
addition
Anti-
Marcovnicoff’s
addition

99