Chapter 6: 6.1 Hydrohalogenation

Question 1

List:

Characteristics of Hydrohalogenation Reactions

Answer 1

1. Occur in multiple steps, classified as an “ionic” reactions
2. Proceed via a carbocation intermediate
3. Have Markovnikov addition for a regiochemical outcome
4. Have addition at the carbocation intermediate from topa dn bottom face with 50/50 distribution to give mixed stereochemical distribution

Question 2

What is a Markovnikov addition?

Answer 2

Has the higher priority group added to the more substituted carbon atom

Question 3

What stereochemical distribution occurs when there is only one stereocentre?

Answer 3

A racemic mixture

Question 4

State:

Steps of a Hydrohalogenation

Answer 4

1. Addition of the hydrogen atom to the alkene to generate a carbocation
2. There may be carbocation rearrangement
3. Nucleophilic attack of the halogen anion onto the carbocation

Question 5

In carbocation rearrangement:

The more substituted the carbon atom,…

Answer 5

The more stable the carbocation