Electron Flow in Organic Chemistry (3^rd Ed.) A Decision-Based Guide to Organic Mechanisms

Teaches students to solve problems in Organic Chemistry using methods of analysis that are valuable and portable to other fields

Electron Flow in Organic Chemistry provides a unique decision-based approach that develops a chemical intuition based on a crosschecked analysis process. Assuming only a general background in chemistry, this acclaimed textbook teaches students how to write reasonable reaction mechanisms and use analytical tools to solve both simple and complex problems in organic chemistry. As in previous editions, the author breaks down challenging organic mechanisms into a limited number of core elemental mechanistic processes, the electron flow pathways, to explain all organic reactions?using flow charts as decision maps, energy surfaces as problem space maps, and correlation matrices to display all possible interactions.

The third edition features entirely new chapters on crosschecking chemical reactions through good mechanistic thinking and solving spectral analysis problems using organic structure elucidation strategies. This edition also includes more biochemical reaction mechanism examples, additional exercises with answers, expanded discussion of how general chemistry concepts can show that structure determines reactivity, and new appendix covering transition metal organometallics. Emphasizing critical thinking rather than memorization to solve mechanistic problems, this popular textbook:

• Features new and expanded material throughout, including more flowcharts, correlation matrices, energy surfaces, and algorithms that illustrate key decision-making processes
• Provides examples from the field of biochemistry of relevance to students in chemistry, biology, and medicine
• Incorporates principles from computer science and artificial intelligence to teach decision-making processes
• Contains a general bibliography, quick-reference charts and tables, pathway summaries, a major decisions guide, and other helpful tools
• Offers material for instructors including a solutions manual, supplemental exercises with detailed answers for each chapter usable as an exam file, and additional online resources

Electron Flow in Organic Chemistry: A Decision-Based Guide to Organic Mechanisms, Third Edition, is the perfect primary textbook for advanced undergraduate or beginning graduate courses in organic reaction mechanisms, and an excellent supplement for graduate courses in physical organic chemistry, enzymatic reaction mechanisms, and biochemistry.

1 Bonding and Electron Distribution 1

2 the Process of Bond Formation 33

3 Proton Transfer and the Principles of Stability 57

4 Important Reaction Archetypes 83

5 Classification of Electron Sources 143

6 Classification of Electron Sinks 158

7 The Electron Flow Pathways 171

8 Interaction of Electron Sources and Sinks 207

9 Decisions, Decisions 245

10 Choosing the Most Probable Path 264

11 Cross-checks and Decision Boundaries 328

12 One Electron Processes 347

13 Qualitative Molecular Orbital Theory and Pericyclic Reactions 363

14 Organic Structure Elucidation Strategies 395

Appendix 418

A Bridge to Transition Metal Organometallics 452

Hints to Problems From Chapters 8, 9, 10, and 11 458

Solutions to Odd Numbered Problems 461

Index 552

Paul H. Scudder, PhD is Emeritus Professor of Chemistry at New College of Florida. During his 40 years of teaching, Professor Scudder taught courses on Organic Chemistry, Advanced Organic Chemistry, and Organic Structure Elucidation.