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Question

How to identify In which reactions markonikov and Anti-markonikov rule will be applied?

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Solution

The following alkene reactions follow Markovnikov’s Rule

Hydrohalogenation under standard conditions
Halohydrin formation (in water and alcohol)
Acid catalyzed hydration
Oxymercuration and Alkoxymercuration
The following reactions show Anti-Markovnikov addition

Radical halogenation
Hydroboration
The following reactions are not even considered when discussing Markovnikov or Anti-Markovnikov

given their lack of carbocation intermediate or the fact that we’re adding the same thing to both carbons of the former pi bond.
You’ll still have to take syn/anti addition into account

Hydrogenation
Halogenation
Epoxidation
Dihydroxylation
Ozonolysis
Cyclopropanation
So we understand how Markovnikov’s rule is affected by carbocation intermediates and we know which reactions follow Markovnikov addition or anti-Markovnikov addition.

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