6. Starting from benzene and any reagents you wish, please design a synthesis of menthol (racemic). HO. Menthol

C. 1.) For each reaction, determine the best set of reagents to use to perform the transformation. b. a. Br OH I OH OH

Answer each question thoroughly nd completely. 1. Thoroughly explain why a halogen, X2 ,cannot be directly added to a benzene ring. 2. What properties does a benzene ring have that allude to its reactivity? 3. What is meant by aliphatic? 4. Explain the different types of oxidations for phenols. Give an example of each with the name of the phenol, and the oxidized phenol product. The examples should be drawn in chemical reaction form. 5. Are phenols reactive? Why or why not? 6. What is meant by an ortho director? Use a reaction as an example. 7. Why is the rate limiting step important in the bromination of benzene? 8. What role does the sigma complex play in electrophilic aromatic substitution reactions? 9. How do Lewis acids play a role in generation of the electrophile? A mechanism will be needed to go along with your explanation. 10. Explain the nitration of benzene reaction. 11. What are deactivating groups, and how do they relate to substitution on the benzene ring? 12. What is the…

1. Fill in the necessary starting material, reactants or product for the reactions shown below. A. B. C. I. NaNH,, NH, 2. CH₂CH₂CH₂CH₂Cl 1. NaNH,, NH, 2. CH₂CH₂CI 2. Show the complete mechanism for A. and B. from above. Use the back if necessary.