AE Organic Chemistry,
9th Edition

1. Covalent Bonding and Shapes of Molecules.
Things You Should Know I: General Conclusions from Quantum Mechanics.
2. Alkanes and Cycloalkanes.
3. Stereochemistry and Chirality.
4. Acids and Bases.
5. Alkenes.
Things You Should Know II: Nucleophiles and Electrophiles.
Things You Should Know III: Reaction Mechanisms.
6. Reactions of Alkenes.
7. Alkynes.
8. Haloalkanes, Halogenation, and Radical Reactions.
Things You Should Know IV: Common Mistakes in Arrow Pushing.
9. Nucleophilic Substitution and β -Elimination.
10. Alcohols.
11. Ethers, Epoxides, and Sulfides.
12. Infrared Spectroscopy.
13. Nuclear Magnetic Resonance Spectroscopy.
14. Mass Spectrometry.
15. Introduction to Organometallic Compounds.
16. Aldehydes and Ketones.
17. Carboxylic Acids.
Things You Should Know V: Carboxylic Acid Derivative Reaction Mechanisms.
18. Functional Derivatives of Carboxylic Acids.
19. Enolate Anions and Enamines.
20. Dienes, Conjugated Systems, and Pericyclic Reactions.
21. Benzene and the Concept of Aromaticity.
22. Reactions of Benzene and Its Derivatives.
23. Amines.
24. Catalytic Carbon–Carbon Bond Formation.
25. Carbohydrates.
26: Lipids.
27. Amino Acids and Proteins.
28. Nucleic Acids.
29. Organic Polymer Chemistry.
Appendices:
1. Thermodynamics and the Equilibrium Constant.
2. Major Classes of Organic Acids.
3. Bond Dissociation Enthalpies.
4. Characteristic 1H-NMR Chemical Shifts.
5. Characteristic 13C Chemical Shifts.
6. Characteristic Infrared Absorption Frequencies.
7. Electrostatic Potential Maps.
8. Summary of Stereochemical Terms.
9. Summary of the Rules of Nomenclature.
10. Organic Chemistry Reaction Roadmaps.

• William H. Brown

  William H. Brown is emeritus professor of chemistry at Beloit College, where he was twice named Teacher of the Year. His teaching responsibilities include organic chemistry, advanced organic chemistry and, more recently, special topics in pharmacology and drug synthesis. He received his Ph.D. from Columbia University under the direction of Gilbert Stork and did postdoctoral work at California Institute of Technology and the University of Arizona.

• Brent L. Iverson

  Brent L. Iverson is the Warren J. and Viola Mae Raymer Professor, a University Distinguished Teaching Professor and the dean of the School of Undergraduate Studies at The University of Texas at Austin. His research spans the interface of organic chemistry and molecular biology. His group has developed several patented technologies, including an FDA-approved treatment for late-stage anthrax.

• Eric Anslyn

  Eric Anslyn received his Ph.D. from California Institute of Technology. He is the Welch Regents Chair of Chemistry and a University Distinguished Teaching Professor at The University of Texas at Austin, as well as an HHMI Professor. His research focuses on the physical and bioorganic chemistry of synthetic and natural receptors and catalysts.

• Christopher S. Foote

  Christopher S. Foote was a professor of chemistry at the University of California, Los Angeles. His scholarly credits included Sloan Fellow; Guggenheim Fellow; ACS Baekland Award; ACS Cope Scholar; Southern California Section ACS Tolman Medal; President, American Society for Photobiology; and Senior Editor, Accounts of Chemical Research.

• The OWLv2 online homework platform for the Ninth Edition includes nearly 200 new end-of-chapter problems, as well as numerous new mechanism activities.

• To emphasize that many fundamental principles of organic chemistry are relevant to a variety of topics discussed throughout the text, chapters now include key concepts and lessons from quantum mechanics. This reinforcement can help students better understand how fundamental principles explain key patterns of molecular structure, properties and reactivity.

• New, concise summaries for the beginning of each section. Rather than simply recapping the material, these summaries include bulleted lessons, clear explanations and graphic illustrations of key reactions, making it easy for students to focus.

• All answers to chapter questions have been rewritten to better reflect the way students approach complicated problems. Each answer reviews relevant concepts, then guides students through a step-by-step approach to reach the correct solution.

• 100 author-created videos walk students through example problems and important graphics. Covering key lessons in an engaging way, the videos provide students with a trustworthy resource to help them learn difficult and important material.

• To better prepare students for the MCAT exam, MCAT Practice: Passage and Questions features throughout the text ask students to read a brief essay organic chemistry and then answer a series of relevant multiple-choice questions.

• Although focused strongly on synthetic organic chemistry, the text explicitly connects key concepts to important biological chemistry topics, increasing relevance for biology majors, pre-med students and others who plan to proceed to biochemistry.

• Reactions in Context features present selected end-of-chapter problems that illustrate key applications of organic chemistry to medicinal chemistry and the pharmaceutical sciences.

• Chemical Connections boxes illustrate applications of organic chemistry to everyday settings students may encounter in their personal and professional lives, with topics ranging from blood alcohol screening to snake venom.

• OWLv2 is an online learning solution for Chemistry that delivers an eTextbook, multimedia activities, auto-graded assessments, and analytics through an accessible platform. It supports you whether teaching synchronous or asynchronous courses, during-class and outside of class, and whether you teach in-person, hybrid, or fully online. You can integrate it into your Learning Management System with automatic grade return. Developed by chemists, OWLv2 elevates thinking through Mastery Learning, empowering students to work at their own pace to understand each concept and skill. It does this better than other digital products through algorithmic question randomization, high-quality question authoring, instant and question-specific feedback, and powerful analytics. The randomization of three factors: chemical, numerical, and contextual, creates thousands of unique questions and ensures that no two students get the same question, and neither does a single student taking subsequent attempts.

• Mechanisms are presented in a clear, step-by-step fashion with accompanying written commentary, enabling both verbal and visual learners to master the material more easily. In addition, the authors emphasize similarities between related mechanisms using four common characteristics: breaking a bond, making a new bond, adding a proton and taking a proton away.

• Organic Chemistry Roadmap inserts help students visualize how to interconvert different functional groups (which often require reactions from different chapters) by providing a cumulative, graphical representation of multiple reactions in the context of important functional groups.

• Chapters include numerous worked examples followed by corresponding problems without answers and a multitude of end-of-chapter problems, including challenging, research-based essay problems; multi-step synthesis problems; reactions in context problems; and roadmap problems.

• How-To boxes highlight "survival skills" necessary to learn and master organic chemistry. Integrated throughout the text at key points, these essential skills include how to draw curved arrows and push electrons, draw chiral molecules, solve NMR Spectral Problems and more.

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