CHEM 2542 - Organic Chemistry II

Lecture Outline - Recommended Reading and Problems

Brown and Foote "Organic Chemistry" 4th, 5th, 5th enhanced or 6th editions

Answers to the recommended problems can be found in:
"Brown Organic Chemistry student solutions manual/study guide"

Chapter 11. Ethers, Epoxides and Sulfides

All editions: Sections 11.1-11.5, 11.7-11.10. Summary, Key reactions: 11.1-11.4, 11.6-11.7, 11.9-11.11.

Problems: 11.1-11.6, 11.8, 11.11-11.12, 11.15-11.17, 11.24, 31-34.

Chapter 12. Infrared Spectroscopy
Handout. All editions: Sections: 12.1-12.5. Summary.

Problems: 12.3-12.4, 12.10 (c, d), 12.11 (g, j)

Chapter 13. Nuclear Magnetic Resonance Spectroscopy
All editions: Sections: 13.1-13.12. Summary.

Problems: 13.2-13.3, 13.5-13.9, 13.12-13.13, 13.15.

Chapter 14. Mass Spectroscopy (Overview)
All editions: Sections: 14.1-14.2.

Chapter 15. An Introduction to organometallic compounds
All editions: Sections: 15.1-15.3. Summary. Key reactions. 15.1-15.6.

Problems: 15.1-15.5, 15.7-15.8, 15.12.

Chapter 16. Aldehydes and Ketones.
All editions: Sections: 16.1-16.12. Summary. Key reactions: 16.1-16.21.
Problems: 16.1-16.13, 16.14, 16.15, 16.18, 16.19, 16.23, 16.24, 16.29-32, 16.38, 16.43, 16.51.

Chapter 17. Carboxylic Acids.

All editions: Sections: 17.1-17.9. Summary. Key reactions.

Problems: 17.1-17.8, 17.18 (a, d), 17.19-17.23, 17.25-17.26, 17.28, 17.32-17.35, 17.37, 17.40.

Chapter 18. Functional Derivatives of Carboxylic Acids.
All editions: Sections: 18.1, 18.3-18.10. Summary. Key reactions.

Problems: 18.1-18.12, 18.14, 18.19, 18.20 (a-c, e,f)

Chapter 19. Enolate Anions and Enamines. (overview)
All editions: Sections: 19.1, 19.2 (skip any material starting from dehydration onwards), 19.3A, 19.6, 19.8 (overview). Summary. Key reactions.

Problems: 1, 4, 10, 11, 16.

Chapter 20. Conjugated Systems.
4th, 5th and 5th enhanced editions: Sections: 20.1-20.2, 24.6. Summary. Key reactions.

Problems: 20.1, 20.3, 20.7-20.11, 24.5-24.7, 24.25, 24.27.
6th edition: Sections: 20.1-20.2, 20.5. Summary. Key reactions.

Problems: 20.1, 20.3, 20.7-20.9, 20.30, 20.32.

Chapter 21. Benzene and the Concept of Aromaticity.
All editions: Sections: 21.1-21.2B, 21.3, 21.4A-D, 21.5A,B. Summary.

Problems: 21.5a, 21.8 (a-c, e-f), 21.9 (a-c, d-f, h-n).

Chapter 22. Reactions of Benzene and Its Derivatives.
All editions: Sections: 22.1-22.3. Summary. Key reactions.

Problems: 22.1-22.5, 22.7, 22.14-22.21, 22.28, 22.32-22.34.

Chapter 23. Amines.
All editions: Sections: 23.1-23.9. Summary: Key reactions.

Problems: 23.1-23.10, 23.12-23.14, 23.16-23.18, 23.20, 23.25, 23.29, 23.33-23.34, 23.45

Chapter 24. Catalytic Carbon-Carbon Bond Formation. (brief overview)

Chapter 25. Carbohydrates (overview) – focus on aldoses.
All editions: Sections: 25.1-25.3 (A,B,C). Problems 25.2, 25.3, Key reactions: 25.1, 25.2, 25.5, 25.6.

Chapter 27. Amino acids and Proteins (overview). All editions: Sections: 27.1-27.2.
Problems: 27.1. Key reactions: 27.1-27.2.