Chapter 1: Atomic and Molecular Structure Nomenclature 1: Introduction. The Basic System for Naming Simple Organic Compounds: Alkanes, Cycloalkanes, Haloalkanes, Nitroalkanes, and Ethers Chapter 2: Three-Dimensional Geometry, Intermolecular Interactions, and Physical Properties Chapter 3: Orbital Interactions 1: Hybridization and Two-Center Molecular Orbitals Nomenclature 2: Naming Alkenes, Alkynes, and Benzene Derivatives Chapter 4: Isomerism 1: Conformational and Constitutional Isomers Chapter 5: Isomerism 2: Chirality, Enantiomers, and Diastereomers Nomenclature 3: Considerations of Stereochemistry: Z and E Configurtations about Double Bonds, R and S Configurations about Stereocenters Chapter 6: The Proton Transfer Reaction: An Introduction to Mechanisms, Thermodynamics, and Charge Stability Chapter 7: An Overview of the Most Common Elementary Steps Interchapter 1: Molecular Orbital Theory and Chemical Reactions Nomenclature 4: Naming Compounds with Common Functional Groups: Alcohols, Amines, Ketones, Aldehydes, Carboxylic Acids, Acid Halides, Acid Anhydrides, Nitriles, and Esters Chapter 8: An Introduction to Multistep Mechanisms: SN1 and E1 reactions Chapter 9: Nucleophilic Substitution and Elimination Reactions 1: Competition among SN2, SN1, E2, and E1 reactions Chapter 10: Nucleophilic Substitution and Elimination Reactions 2: Reactions That Are Useful for Synthesis Chapter 11: Electrophilic Addition to Nonpolar ¥ð Bonds 1: Addition of a Br©ªnsted Acid Chapter 12: Electrophilic Addition to Nonpolar ¥ð Bonds 2: Reactions Involving Cyclic Transition States Chapter 13: Organic Synthesis 1: Beginning Concepts Chapter 14: Orbital Interactions 2: Extended ¥ð Systems, Conjugation, and Aromaticity Chapter 15: Structure Determination 1: Ultraviolet-Visible and Infrared Spectroscopies Chapter 16: Structure Determination 2: Nuclear Magnetic Resonance Spectroscopy and Mass Spectroscopy Chapter 17: Nucleophilic Addition to Polar ¥ð Bonds 1: Addition of Strong Nucleophiles Chapter 18: Nucleophilic Addition to Polar ¥ð Bonds 2: Addition of Weak Nucleophiles and Acid and Base Catalysis Chapter 19: Organic Synthesis 2: Intermediate Topics of Synthesis Design; Useful Reduction and Oxidation Reactions Chapter 20: Nucleophilic Addition-Elimination Reactions 1: The General Mechanism Involving Strong Nucleophiles Chapter 21: Nucleophilic Addition-Elimination Reactions 2: Weak Nucleophiles Chapter 22: Electrophilic Aromatic Substitution 1: Substitution on Benzene; Useful Accompanying Reactions Chapter 23: Electrophilic Aromatic Substitution 2: Substitution Involving Mono- and Disubstituted Benzene and Other Aromatic Rings Chapter 24: The Diels-Alder Reaction and Other Pericyclic Reactions Chapter 25: Reactions Involving Free Radicals Interchapter 2: Fragmentation Pathways in Mass Spectrometry Chapter 26: Polymers |