About our author Paula Yurkanis Bruice was raised primarily in Massachusetts. After graduating from the Girls' Latin School in Boston, she earned an A.B. from Mount Holyoke College and a Ph.D. in chemistry from the University of Virginia. She then received an NIH postdoctoral fellowship for study in the Department of Biochemistry at the University of Virginia Medical School and held a postdoctoral appointment in the Department of Pharmacology at the Yale School of Medicine. Paula spent most of her career at the University of California, Santa Barbara, where she has received the Associated Students Teacher of the Year Award, the Academic Senate Distinguished Teaching Award, two Mortar Board Professor of the Year Awards, and the UCSB Alumni Association Teaching Award. Her research interests center on the mechanism and catalysis of organic reactions, particularly those of biological significance. Paula has a daughter and a son who are physicians and a son who is a lawyer. Her main hobbies are reading mysteries and biographies and enjoying her pets (three dogs, two cats, and two parrots).

• PART 1: AN INTRODUCTION TO THE STUDY OF ORGANIC CHEMISTRY 1. Remembering General Chemistry: Electronic Structure and Bonding2. Acids and Bases: Central to Understanding Organic Chemistry3. An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Rotation About Single BondsPART 2: ELECTROPHILIC ADDITION REACTIONS, STEREOCHEMISTRY, AND ELECTRON DELOCALIZATION 4. Isomers: The Arrangement of Atoms in Space5. Alkenes: Structure, Nomenclature, and an Introduction to Reactivity • Thermodynamics and Kinetics6. The Reactions of Alkenes • The Stereochemistry of Addition Reactions7. The Reactions of Alkynes • An Introduction to Multistep Synthesis8. Delocalized Electrons: Their Effect on Stability, pKa, and the Products of a Reaction • Aromaticity • Electronic EffectsPART 3: SUBSTITUTION AND ELIMINATION REACTIONS 9. Substitution and Elimination Reactions10. Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds • An Introduction to Organometallic Compounds11. RadicalsPART 4: IDENTIFICATION OF ORGANIC COMPOUNDS 12. Mass Spectrometry; Infrared Spectroscopy; UV/Vis Spectroscopy13. NMR SpectroscopyPART 5: CARBONYL COMPOUNDS 14. Reactions of Carboxylic Acids and Carboxylic Acid Derivatives15. Reactions of Aldehydes and Ketones • More Reactions of Carboxylic Acid Derivatives16. Reactions at the alpha-CarbonPART 6: AROMATIC COMPOUNDS 17. Reactions of Benzene and Substituted Benzenes18. More About Amines • Reactions of Heterocyclic Aromatic Compounds19. Coupling Reactions and MetathesisPART 7: BIOORGANIC COMPOUNDS 20. The Organic Chemistry of Carbohydrates21. Amino Acids, Peptides, and Proteins22. Catalysis in Organic Reactions and in Enzymatic Reactions23. The Organic Chemistry of the Coenzymes—Compounds Derived from Vitamins24. The Organic Chemistry of the Metabolic Pathways25. The Organic Chemistry of Lipids26. The Chemistry of the Nucleic AcidsPART 8: SPECIAL TOPICS IN ORGANIC CHEMISTRY 27. Synthetic Polymers28. Pericyclic Reactions

About our author Paula Yurkanis Bruice was raised primarily in Massachusetts. After graduating from the Girls' Latin School in Boston, she earned an A.B. from Mount Holyoke College and a Ph.D. in chemistry from the University of Virginia. She then received an NIH postdoctoral fellowship for study in the Department of Biochemistry at the University of Virginia Medical School and held a postdoctoral appointment in the Department of Pharmacology at the Yale School of Medicine. Paula spent most of her career at the University of California, Santa Barbara, where she has received the Associated Students Teacher of the Year Award, the Academic Senate Distinguished Teaching Award, two Mortar Board Professor of the Year Awards, and the UCSB Alumni Association Teaching Award. Her research interests center on the mechanism and catalysis of organic reactions, particularly those of biological significance. Paula has a daughter and a son who are physicians and a son who is a lawyer. Her main hobbies are reading mysteries and biographies and enjoying her pets (three dogs, two cats, and two parrots).

• PART 1: AN INTRODUCTION TO THE STUDY OF ORGANIC CHEMISTRY 1. Remembering General Chemistry: Electronic Structure and Bonding2. Acids and Bases: Central to Understanding Organic Chemistry3. An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Rotation About Single BondsPART 2: ELECTROPHILIC ADDITION REACTIONS, STEREOCHEMISTRY, AND ELECTRON DELOCALIZATION 4. Isomers: The Arrangement of Atoms in Space5. Alkenes: Structure, Nomenclature, and an Introduction to Reactivity • Thermodynamics and Kinetics6. The Reactions of Alkenes • The Stereochemistry of Addition Reactions7. The Reactions of Alkynes • An Introduction to Multistep Synthesis8. Delocalized Electrons: Their Effect on Stability, pKa, and the Products of a Reaction • Aromaticity • Electronic EffectsPART 3: SUBSTITUTION AND ELIMINATION REACTIONS 9. Substitution and Elimination Reactions10. Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds • An Introduction to Organometallic Compounds11. RadicalsPART 4: IDENTIFICATION OF ORGANIC COMPOUNDS 12. Mass Spectrometry; Infrared Spectroscopy; UV/Vis Spectroscopy13. NMR SpectroscopyPART 5: CARBONYL COMPOUNDS 14. Reactions of Carboxylic Acids and Carboxylic Acid Derivatives15. Reactions of Aldehydes and Ketones • More Reactions of Carboxylic Acid Derivatives16. Reactions at the alpha-CarbonPART 6: AROMATIC COMPOUNDS 17. Reactions of Benzene and Substituted Benzenes18. More About Amines • Reactions of Heterocyclic Aromatic Compounds19. Coupling Reactions and MetathesisPART 7: BIOORGANIC COMPOUNDS 20. The Organic Chemistry of Carbohydrates21. Amino Acids, Peptides, and Proteins22. Catalysis in Organic Reactions and in Enzymatic Reactions23. The Organic Chemistry of the Coenzymes—Compounds Derived from Vitamins24. The Organic Chemistry of the Metabolic Pathways25. The Organic Chemistry of Lipids26. The Chemistry of the Nucleic AcidsPART 8: SPECIAL TOPICS IN ORGANIC CHEMISTRY 27. Synthetic Polymers28. Pericyclic Reactions