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

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.69P
icon
Related questions
icon
Concept explainers
Question
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 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 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 hologenation?
24. What types of substitution can be obtained and the benzylic position?
Use reactions to demonstrate.
25. Why is sulfonation reversible?
Transcribed Image Text: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 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 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 hologenation? 24. What types of substitution can be obtained and the benzylic position? Use reactions to demonstrate. 25. Why is sulfonation reversible?
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Reactive Intermediates
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning