1. Thoroughly explain why a halogen, X2 ,cannot be directly added to a benzene ring.

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Chapter1: Chemical Foundations
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**Benzene and Its Reactions: Study Questions**

1. Thoroughly explain why a halogen, \( X_2 \), 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 the 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 difference between alkylation and acylation? Are there any differences in the mechanism?
13. What role do carbocations play in alkylation and acylation?
14. What are activating groups, how do they relate to the substitution on the benzene ring?
15. Which is more reactive, benzene or cyclic alkenes? Why?
16. Explain the hydrogen-deuterium exchange.
17. Explain why there are three products from the nitration of methylbenzene. What do the products suggest about the rate of the reaction and percent yield?
18. Name the reagents of the Birch reduction. Why is the reaction actually called a reduction?
19. Use three reactions of your own as examples to predict the coupling products of the organocuprate, Heck, and Suzuki reactions. You should come up with your own example reagents and predict the correct products.
20. Name all the electrophilic reactions in this chapter.
21. List all your activating substituents or groups in order of increasing reactivity.
22. Why are halogens deactivating groups, but ortho and para directors, while other deactivating groups are meta directors?
23. What is unique about side chain halogenation?
24. What types of substitution can be obtained and the
Transcribed Image Text:**Benzene and Its Reactions: Study Questions** 1. Thoroughly explain why a halogen, \( X_2 \), 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 the 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 difference between alkylation and acylation? Are there any differences in the mechanism? 13. What role do carbocations play in alkylation and acylation? 14. What are activating groups, how do they relate to the substitution on the benzene ring? 15. Which is more reactive, benzene or cyclic alkenes? Why? 16. Explain the hydrogen-deuterium exchange. 17. Explain why there are three products from the nitration of methylbenzene. What do the products suggest about the rate of the reaction and percent yield? 18. Name the reagents of the Birch reduction. Why is the reaction actually called a reduction? 19. Use three reactions of your own as examples to predict the coupling products of the organocuprate, Heck, and Suzuki reactions. You should come up with your own example reagents and predict the correct products. 20. Name all the electrophilic reactions in this chapter. 21. List all your activating substituents or groups in order of increasing reactivity. 22. Why are halogens deactivating groups, but ortho and para directors, while other deactivating groups are meta directors? 23. What is unique about side chain halogenation? 24. What types of substitution can be obtained and the
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