What does anti‐Markovnikov additions indicate?

1 Answer
Jul 25, 2015

Markovnikov additions follow the predictions of Markovnikov's rule, which state that the carbon with more protons attached gets the proton, and then the molecule does whatever it takes to achieve a more stable carbocation intermediate if possible (such as a 1,2-hydride shift or a 1,2-alkyl shift), and the remaining other atom finishes off the addition reaction mechanism (such as #Br^(-)#).

Anti-Markovnikov is essentially the opposite. The carbon with less protons attached gets the proton, the molecule still does whatever it takes to achieve a more stable carbocation intermediate if possible (such as a 1,2-hydride shift or a 1,2-alkyl shift), and the remaining other atom finishes off the addition reaction mechanism (such as #Br^(-)#).