Organic Chemistry: Mechanistic Patterns, 1st Edition
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Organic Chemistry: Mechanistic Patterns is the very first introductory organic chemistry title that holistically focuses on a mechanistic approach; an approach that has proven to achieve a deeper understanding of chemical reactivity. This mechanistic approach to the dynamic world of organic chemistry visualizes reactivity as a collection of patterns in electron movement, making it possible for students to describe why a reaction occurred. Recognizing patterns of electron flow between seemingly different reactions can allow students to predict how a chemical will react, even if they have never seen a particular reaction before. The text takes great care to establish a progression of reactivity, from simple to complex, introducing functional groups as necessary, while focusing on the reaction at hand rather than the various things that each functional group does.
To help students further visualize key concepts, the text includes Ghislain Deslongchamps’ acclaimed Organic ChemWare; interactive animations and simulations that bring static textbook molecular representations to life.
Together, we seek to open students’ eyes to the dynamic world of organic chemistry with a more powerful and systematic approach to learning.
- *NEW* CONTEXT-RICH. Each chapter begins with Why It Matters, which invites students to buy into their learning by showing them the relevance of the material about to be covered. Chemistry: Everything and Everywhere boxes describe applications or stories related to the material in the text. Did You Know boxes provide extra detail about chemical reactivity, deeper explanation of concepts, or information beyond the scope of the text.
- *NEW* VISUALIZATION TOOLS. Over 185 Organic ChemWare digital learning objects support and reinforce the mechanistic philosophy of the text, making a direct connection between static imagery in the text and the dynamic reaction processes they represent. In addition, carefully constructed figures with call-outs bring static figures to life by guiding students through each step of a given reaction or chemical process.
- *NEW* JUST-IN-TIME FEEDBACK. Checkpoints, grounded in class-tested pedagogical research, follow the description of key material in the text and inform students explicitly about what they should now be able to do or understand, illustrated with a solved problem. Related exercises are included together with a problem that integrates several ideas together. Student Tips help students avoid common pitfalls.
- *NEW* REVIEW AND MASTER. The Patterns in… sections tie together the concepts shown in the chapter in a visual way. Reactions and structures are aligned to highlight repeating electron flows or controlling elements, with some text to describe the key reactivity patterns. This is intended as a study guide to help reduce memorization by showing how key reactions are related. You Can Now lists the skills that each student should have acquired by reading the text and completing the questions and exercises. Mechanistic Re-View is a list of the reactions (with mechanisms) that were described in each chapter. For the advanced student, Want to Learn More provides online content that describes a topic in more detail. These illustrate a reaction or concept beyond the scope of the text, but which may be of interest to advanced students or to those who use the book as a reference.
- *NEW* PRACTICE. PRACTICE. PRACTICE. End-of-chapter exercises allow students to learn by doing homework and practicing on their own. The more practice they do, the better they become at a particular skill. With our text, we have tried to organize things in a way that makes the subject clear, follows patterns, and is understandable.
Table of Contents
- Chapter 1: Carbon and Its Compounds
- Chapter 2: Anatomy of an Organic Molecule
- Chapter 3: Molecules in Motion: Conformations by Rotations
- Chapter 4: Stereochemistry: Three-Dimensional Structure in Molecules
- Chapter 5: Organic Reaction Mechanism: Using Curved Arrows to Analyze Reaction Mechanisms
- Chapter 6: Acids and Bases
- Chapter 7: Bonds as Electrophiles: Reactions of Carbonyls and Related Functional Groups
- Chapter 8: Bonds as Nucleophiles: Reactions of Alkenes, Alkynes, Dienes, and Enols
- Chapter 9: Conjugation and Aromaticity
- Chapter 10: Synthesis Using Aromatic Materials: Electrophilic Aromatic Substitution and Directed Ortho Metalation
- Chapter 11: Displacement Reactions on Saturated Carbons: SN1 and SN2 Substitution Reactions
- Chapter 12: Formation of Bonds by Elimination Processes: Elimination and Oxidation Reactions
- Chapter 13: Structure Determination I: Nuclear Magnetic Resonance Spectroscopy
- Chapter 14: Structure Determination II: Mass Spectrometry and Infrared Spectroscopy
- Chapter 15: Bond Electrophiles Connected to Leaving Groups: Carboxylic Acid Derivatives and Their Reactions
- Chapter 16: Bonds with Hidden Leaving Groups: Reactions of Acetals and Related Compounds
- Chapter 17: Carbonyl-Based Nucleophiles: Aldol, Claisen, Wittig, and Related Enolate Reactions
- Chapter 18: Selectivity and Reactivity in Enolate Reactions: Control of Stereoselectivity and Regioselectivity
- Chapter 19: Radicals: Halogenation, Polymerization, and Reduction Reactions
- Chapter 20: Reactions Controlled by Orbital Interactions: Ring Closures, Cycloadditions, and Rearrangements
- Appendix A Answers to Checkpoint Problems
- Appendix B Common Errors in Organic Structures and Mechanisms
- Appendix C pKa Values of Selected Organic Compounds
- Appendix D NMR and IR Spectroscopic Data
- Appendix E Periodic Table of the Elements