| Description |
1 online resource |
| Contents |
880-01 The Art of Problem Solving in Organic Chemistry; Contents; Preface; Text Organization; Reference; Preface to the First Edition; Acknowledgments; 1 Problem Analysis in Organic Reaction Mechanism; 1.1 Overview; 1.2 Introduction; 1.2.1 "Pushing Forward" a Solution in Formal and Exhaustive Terms; 1.2.2 Lessons from this Example; 1.3 Avoiding the Quagmire; 1.4 The Basic Steps of Problem Analysis; 1.4.1 Recognizing the Problem; 1.4.2 Analyzing Problems by Asking the Right Questions, Discarding the Irrelevant; 1.4.3 Drawing a First Outline for Guidance |
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880-01/(S 1. Problem Analysis in Organic Reaction Mechanism -- 1.1. Overview -- 1.2. Introduction -- 1.2.1. "Pushing Forward" a Solution in Formal and Exhaustive Terms -- 1.2.2. Lessons from this Example -- 1.3. Avoiding the Quagmire -- 1.4. The Basic Steps of Problem Analysis -- 1.4.1. Recognizing the Problem -- 1.4.2. Analyzing Problems by Asking the Right Questions, Discarding the Irrelevant -- 1.4.3. Drawing a First Outline for Guidance -- 1.4.4. Asking the Right Questions and Proposing the Right Answers ... is enough-- 1.5. Intuition and Problem Solving -- 1.6. Summing Up -- -- 2. Electron Flow in Organic Reactions -- 2.1. Overview -- 2.2. Introduction -- 2.3. Practical Rules Governing Electron Redeployment -- 2.3.1. Issue 1: Electrons within Orbitals -- 2.3.2. Issue 2: Electron Transfer and Stereochemistry -- 2.3.3. Issue 3: Electron Energy Level and Accessibility -- 2.3.4. Issue 4: Electron Flow and Molecular Active Sectors -- 2.3.4.1. Case A: n-π Interactions -- 2.3.4.2. Case B: π -- σ Interactions -- 2.3.4.3. Case C: When Reactivity Patterns Seem to Break Down -- 2.3.5. Issue 5: Electron Traffic and Electronic Density Differences -- 2.3.5.1. M0 Metals as Electron Source -- 2.3.5.2. Metal Hydrides and Organic Hydrides as Electron Source -- 2.3.6. Issue 6: Creating Zones of High Electron Density -- 2.3.6.1. The Natural Polarization -- 2.3.6.2. Reversing the Natural Polarization -- 2.3.7. Issue 7: Electron Flow and Low Electron Density Zones -- 2.3.7.1. Identifying LEDZs -- 2.3.7.2. Creating a New LEDZ in the Substrate -- 2.3.7.3. Finding Unsuspected LEDZs among the Other Reagents in the Mixture -- 2.3.7.4. When Compounds Show Double Personality -- 2.4. Summing Up -- 2.5. A Flowchart of Organized Problem Analysis -- -- 3. Additional Techniques to Postulate Organic Reaction Mechanisms -- 3.1. Overview -- 3.2. Take Your Time -- 3.3. Clear and Informative Molecular Renderings -- 3.3.1. The Value of Molecular Sketches -- 3.3.2. Two- Versus Three-Dimensional Renderings and the "Flat" Organic Compounds -- 3.4. Element and Bond Budgets -- 3.5. Looking at Molecules from Various Perspectives -- 3.6. Separate the Grain from the Chaff -- 3.7. Dissecting Products in Terms of Reactants: Fragmentation Analysis -- 3.7.1. The Fundamental Proposition -- 3.7.2. Adding Potentially Nucleophilic or Electrophilic Character to Fragments -- 3.7.3. When Fragmentation Analysis Fails, Getting Help from Atom Labels -- 3.8. Oxidation Levels and Mechanism -- 3.8.1. Methods to Estimate Oxidation Status -- 3.9. The Functionality Number -- 3.9.1. What Exactly Is FN-- 3.9.2. Properties of FN -- 3.10. Combining Fragmentation Analysis and Functionality Numbers -- 3.11. Summing up |
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2.3.4.3 Case C: When Reactivity Patterns Seem to Break Down2.3.5 Issue 5: Electron Traffic and Electronic Density Differences; 2.3.5.1 M0 Metals as Electron Source; 2.3.5.2 Metal Hydrides and Organic Hydrides as Electron Source; 2.3.6 Issue 6: Creating Zones of High Electron Density; 2.3.6.1 The Natural Polarization; 2.3.6.2 Reversing the Natural Polarization; 2.3.7 Issue 7: Electron Flow and Low Electron Density Zones; 2.3.7.1 Identifying LEDZs; 2.3.7.2 Creating a New LEDZ in the Substrate; 2.3.7.3 Finding Unsuspected LEDZs among the Other Reagents in the Mixture |
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2.3.7.4 When Compounds Show Double Personality2.4 Summing Up; 2.5 A Flowchart of Organized Problem Analysis; References and Notes; 3 Additional Techniques to Postulate Organic Reaction Mechanisms; 3.1 Overview; 3.2 Take Your Time; 3.3 Clear and Informative Molecular Renderings; 3.3.1 The Value of Molecular Sketches; 3.3.2 Two- Versus Three-Dimensional Renderings and the "Flat" Organic Compounds; 3.4 Element and Bond Budgets; 3.5 Looking at Molecules from Various Perspectives; 3.6 Separate the Grain from the Chaff; 3.7 Dissecting Products in Terms of Reactants: Fragmentation Analysis |
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3.7.1 The Fundamental Proposition3.7.2 Adding Potentially Nucleophilic or Electrophilic Character to Fragments; 3.7.3 When Fragmentation Analysis Fails, Getting Help from Atom Labels; 3.8 Oxidation Levels and Mechanism; 3.8.1 Methods to Estimate Oxidation Status; 3.9 The Functionality Number; 3.9.1 What Exactly Is FN?; 3.9.2 Properties of FN; 3.10 Combining Fragmentation Analysis and Functionality Numbers; 3.11 Summing up; References; 4 Solved Problem Collection; Problem 1; Prolem 1: Discussion; Part I: Explaining Products 2 and 3; References; Problem 2; Problem 2: Discussion |
| Summary |
This long-awaited new edition helps students understand and solve the complex problems that organic chemists regularly face, using a step-by-step method and approachable text. With solved and worked-through problems, the author orients discussion of each through the application of various problem-solving techniques. Teaches organic chemists structured and logical techniques to solve reaction problems and uses a unique, systematic approach. Stresses the logic and strategy of mechanistic problem solving -- a key piece of success for organic chemistry, beyond just specific reactions and factsHas |
| Bibliography |
Includes bibliographical references and index |
| Notes |
Print version record and CIP data provided by publisher |
| Subject |
Chemistry, Organic.
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Problem solving.
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organic chemistry.
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SCIENCE -- Chemistry -- Organic.
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Chemistry, Organic
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Problem solving
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| Form |
Electronic book
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| LC no. |
2014004531 |
| ISBN |
9781118829639 |
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1118829638 |
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9781118829608 |
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1118829603 |
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1306908256 |
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9781306908252 |
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1118530217 |
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9781118530214 |
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1523111097 |
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9781523111091 |
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