Get ready for organic chemistry

1. Why Do Most Students Struggle with Organic Chemistry?1.1 Introduction1.2 How Organic Chemistry Is Different1.3 The Wrong Strategy1.4 The Right Strategy1.5 Organization and Goals of the Book1.6 Features of This Book2. Lewis Dot Structures and the Chemical Bond2.1 Introduction2.2 Lewis Dot Structures2.3 Formal Charge2.4 Resonance2.5 Application: Drawing Lewis Structures of Complex Molecules Quickly2.6 Application: Draw All Resonance Contributors Of. . .2.7 Application: Shorthand notationsWhat Did You Learn?3. Molecular Geometry, Dipole Moments, and Intermolecular Interactions3.1 Introduction3.2 VSEPR Theory and 3-D Molecular Geometry3.3 Tetrahedral Geometry and the Dash-Wedge Notation3.4 Rotations about single and double bonds3.5 Bond Dipoles and polarity3.6 intermolecular interactions 3.7 Application: Cis and Trans Isomers3.8 Application: Melting Point and Boiling Point Determination 3.9 Application: Solubility What Did You Learn?4. Isomerism4.1 Introduction 4.2 Isomers:  A Relationship4.3 Constitutional Isomerism4.4 Stereoisomerism: Enantiomers and Diastereomers4.5 Physical and Chemical Behavior of Isomers4.6 Application: Index of Hydrogen Deficiency (Degree of Unsaturation)4.7 Application: Draw All Constitutional Isomers Of. . .4.8 Application: Draw all Stereoisomers of...What Did You Learn?5. Reaction Mechanisms 1: Elementary Steps5.1 Introduction 5.2 Bond Formation (Coordination) and Bond Breaking (Heterolysis)5.3 Proton Transfers5.4 Bimolecular Nucleophilic Substitution (SN2)5.5 Nucleophilic Addition and Elimination5.6 Electrophilic Addition and Elimination5.7 Carbocation Rearrangements5.8 Bimolecular Elimination (E2)5.9 Application: Simplifying Assumptions about Electron-Rich and Electron-Poor Sites5.10 Application: Stereochemistry of Reactions and the Production of a New Stereocenter5.11 Application: Stereospecificity of SN2 StepsWhat Have You Learned?6. Charge Stability: Charge is Bad!6.1 Introduction6.2 Atomic Ions6.3 Molecular Ions6.4 Resonance Effects6.5 Inductive Effects 6.6 Putting it all together6.7 Application: Strengths of Acids and Bases6.8 Application: Strengths of Nucleophiles, and the Hammond Postulate6.9 Application: Solvent Effects on Nucleophile Strength6.10 Application: The Best Resonance ContributorWhat Have You Learned?7. Reaction Mechanisms 2: SN1 and E1 Reactions and Rules of Thumb for Multistep Mechanisms7.1 Introduction7.2 Elementary Steps as Part of Multistep Mechanisms:  SN1 and E1 Reactions7.3 Consequences of Single-Step vs. Multistep Mechanisms7.4 Proton Transfers as Part of Multistep Mechanisms7.5 Molecularity of Elementary Steps7.6 Application: Tautomerization Reactions-Neutral, Acidic, and Basic Conditions7.7 Application: Dealing With Relatively Lengthy Mechanisms-Fischer, Esterification, and Imine FormationWhat Have You Learned?8. SN1/SN2/E1/E2 Reactions: The Whole Story8.1 Introduction8.2 Rate-Determining Steps: Rate Laws and the Role of the Attacking Species8.3 Factor #1: Strength of Attacking Species8.4 Factor #2: Concentration of Nucleophile/Base8.5 Factor #3: Stability of the Leaving Group8.6 Factor #4: Type of Carbon Atom Bonded to the Leaving Group8.7 Factor #5: Solvent Effects8.8 Substitution vs. Elimination8.9 Sample Problems-Putting It All TogetherWhat Have You Learned?9. Concluding Remarks-What Now?