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What did Vladimir Markovikov notice about the regiochemistry of the Addition of HBr to an alkene

User Alex Baker
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Final answer:

Markovnikov noticed that in the addition of HBr to an alkene, the hydrogen adds to the carbon with fewer alkyl substituents and the bromine to the carbon with more alkyl substituents, due to the formation of a more stable carbocation intermediate. This observation is vital for predicting products in regioselective electrophilic additions in organic chemistry.

Step-by-step explanation:

Vladimir Markovnikov noticed something important about the regiochemistry of the addition of HBr to an alkene. Specifically, he observed what is now known as Markovnikov's rule, which states that in the addition of HX (where X is a halogen) to an unsymmetrical alkene, the hydrogen (H) attaches to the carbon with fewer alkyl substituents, and the halogen (X) attaches to the carbon with more alkyl substituents. This preference for the formation of the most stable intermediate, typically a carbocation, is due to the greater stability of carbocations with more alkyl substituents due to the inductive effect and hyperconjugation. Markovnikov's rule helps predict the major product of such reactions, which is crucial when dealing with regioselective reactions in organic chemistry.

During electrophilic addition to alkenes, the more substituted carbocation intermediate will be favored over the less substituted one, leading to the major product specified by Markovnikov's rule. This rule is a key concept when considering the outcomes of reactions involving the addition of hydrogen halides like HBr to alkenes.

User Ioannis Lalopoulos
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