Chapter 6: 6.7 Epoxidation

Question 1

State:

Characteristics of Epoxidation Reactions

Answer 1

1. Occurs in a single, concerted step
2. Produces a three membered oxygen-containing ring (the epoxide)
3. The addition of the three-membered ring is syn for the stereochemical outcome

Question 2

What are used in epoxidation reactions?

Answer 2

Many different peroxyacids
* Most common is meta-chloroperoxybenzoic acid (m-CPBA)

Question 3

What are the steps of epoxidation reactions?

Answer 3

1. A concerted (single-step) reaction of the peroxyacid across the alkene to make epoxide

Question 4

Are epoxidation reactions stereospecific?

Answer 4

Yes they are