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Vollhardt 5th edition

1. Chapter 1: Structure and Bonding in Organic Molecules
2. Chapter 2: Structure and Reactivity of Acids and Bases, Polar and Nonpolar Molecules
3. Chapter 3: Reactions of Alkanes
4. Chapter 4: Cycloalkanes
5. Chapter 5: Stereoisomers: Orientation in 3-D Space
6. Chapter 6: Properties and Reactions of Haloalkanes
7. Chapter 8: Properties, Preparation, and Strategy of Alcohol Synthesis
8. Chapter 9: Further Reactions of Alcohols and the Chemistry of Ethers
9. Chapter 10: Using Nuclear Magnetic Resonance Spectroscopy (NMR) to Deduce Structure
10. Chapter 11: Alkenes-Infrared and Mass Spectroscopy
11. Chapter 12: Reactions of Alkenes
12. Chapter 13: Alkynes and the Carbon-Carbon Triple Bond
13. Chapter 14: Investigation of Delocalized Pi Systems by UV and Visible Spectroscopy
14. Chapter 15: Benzene, Aromaticity, and Electrophilic Aromatic Substitution
15. Chapter 16: Electrophilic Attack on Derivatives of Benzene-Substituents Control Regioselectivity
16. Chapter 17: Aldehydes and Ketones-The Carbonyl Group
17. Chapter 18: Enols, Enolates, and Aldol Condensation-Alpha, Beta Unsaturated Aldehydes and Ketones
18. Chapter 19: Carboxylic Acids
19. Chapter 20: Carboxylic Acid Derivatives
20. Chapter 21: Amines and Their Derivatives-Functional Groups Containing Nitrogen
21. Chapter 22: Chemistry of Benzene Substituents-Alkylbenzenes, Phenols, and Benzenamines
22. Chapter 23: Ester Enolates and the Claisen Condensation-Synthesis of Beta Dicarbonyl Compounds; Acyl Anion Equivalents
23. Chapter 24: Carbohydrates-Polyfunctional Compounds in Nature
24. Chapter 25: Heterocycles-Heteroatoms in Cyclic Organic Compounds
25. Chapter 26: Amino Acids, Peptides, Proteins, and Nucleic Acids-Nitrogen Containing Polymers in Nature

Organic Chemistry: Structure and Function
K. Peter C. Vollhardt and Neil E. Schore

Chapter 1: Structure and Bonding in Organic Molecules

Coulomb Forces
Ionic and Covalent Bonds
Lewis Structures
Resonance Forms
Quantum Mechanical Description of Atomic Orbitals
Molecular Orbitals and Covalent Bonding
Hybrid Orbitals
Structures and Formulas of Organic Molecule

Chapter 2: Structure and Reactivity of Acids and Bases, Polar and Nonpolar Molecules

Kinetics and Thermodynamics
Acids and Bases; Electrophiles and Nucleophiles
Functional Groups, the Centers of Reactivity
Straight-Chain and Branched Alkanes
Naming Alkanes
Structural and Physical Properties of Alkanes
Conformations
Rotation in Substituted Ethanes

Chapter 3: Reactions of Alkanes

Chapter 4: Cycloalkanes

Chapter 5: Stereoisomers: Orientation in 3-D Space

Chapter 6: Properties and Reactions of Haloalkanes

Chapter 8: Properties, Preparation, and Strategy of Alcohol Synthesis

Naming the Alcohols
Structural and Physical Properties of Alcohols
Alcohols as Acids and Bases
Industrial Sources of Alcohols-Carbon Monoxide and Ethene
Synthesis of Alcohols by Nucleophilic Substitution
Synthesis of Alcohols-Oxidation and Reduction Relation Between Alcohols and Carbonyl Compounds
Organometallic Reagents-Sources of Nucleophilic Carbon for Alcohol Synthesis
Organometallic Reagents in the Synthesis of Alcohols
Complex Alcohols-An Introduction to Synthetic Strategy
Reactions of Alcohols with Base-Preparation of Alkoxides
Reactions of Alcohols with Strong Acids-Alkyloxonium Ions in Substitution and Elimination Reactions of Alcohols
Carbocation Rearrangements

Chapter 9: Further Reactions of Alcohols and the Chemistry of Ethers

Chapter 10: Using Nuclear Magnetic Resonance Spectroscopy (NMR) to Deduce Structure

Chapter 14: Investigation of Delocalized Pi Systems by UV and Visible Spectroscopy

Section 14.1: Overlap of Adjacent p Orbitals-Electron Delocalization
Section 14.2: Radical Allylic Halogenation
Section 14.3: Nucleophilic Substitution of Allylic Halides-SN1 and SN2
Section 14.4: Allylic Organometallics
Section 14.5: Two Neighboring Double Bonds-Conjugated Dienes
Section 14.6: Electrophilic Attack on Conjugated Dienes-Kinetic and Thermodynamic Control I
Section 14.6: Electrophilic Attack on Conjugated Dienes-Kinetic and Thermodynamic Control II
Section 14.6: Electrophilic Attack on Conjugated Dienes-Kinetic and Thermodynamic Control III
Section 14.7: Delocalization among More than Two π Bonds
Section 14.8: The Diels-Alder Cycloaddition Reaction
Section 14.9: Electrocyclic Reactions
Section 14.10: Polymerization of Conjugated Dienes-Rubber
Section 14.11: Electronic Spectra-UV and Visible Spectroscopy

Chapter 15: Benzene, Aromaticity, and Electrophilic Aromatic Substitution

Section 15.1: Naming the Benzenes
Section 15.2: Aromaticity
Section 15.3: π Molecular Orbitals of Benzene
Section 15.4: Spectral Characteristics of the Benzene Ring
Section 15.5: Polycyclic Aromatics
Section 15.6: Hückel's Rule
Section 15.7: Hückel's Rule and Charged Molecules
Section 15.8: Electrophilic Aromatic Substitution
Section 15.9: Halogenation of Benzene-The Need for a Catalyst
Section 15.10: Nitration and Sulfonation of Benzene
Section 15.11: Friedel-Crafts Alkylation
Section 15.12: Limitations of Friedel-Crafts Alkylations
Section 15.13: Friedel-Crafts Acylation

Chapter 16: Electrophilic Attack on Derivatives of Benzene-Substituents Control Regioselectivity

Section 16.1: Activating and Deactivating Benzene Rings
Section 16.2: Directing Inductive Effects of Alkyl Groups
Section 16.3: Directing Effects of Substituents in Conjugation with the Benzene Ring
Section 16.4: Electrophilic Attack on Disubstituted Benzenes
Section 16.5: Synthetic Strategies Toward Substituted Benzenes
Section 16.6: Reactivity of Polycyclic Benzenoid Hydrocarbons

Chapter 17: Aldehydes and Ketones-The Carbonyl Group

Section 17.1: Naming Aldehydes and Ketones
Section 17.2: The Carbonyl Group
Section 17.3: Spectroscopic Properties of Aldehydes and Ketones
Section 17.4: Preparation of Aldehydes and Ketones
Section 17.5: Reactivity of the Carbonyl Group-Mechanisms of Addition
Section 17.6: Addition of Water to Form Hydrates
Section 17.7: Hemiacetals and Acetals
Section 17.8: Acetals as Protecting Groups
Section 17.9: Nucleophilic Addition of Ammonia and Its Derivatives
Section 17.10: Deoxygenation of the Carbonyl Group
Section 17.11: Cyanohydrins
Section 17.12: Addition of Phosphorus Ylides-The Wittig Reaction
Section 17.13: Oxidation of Peroxycarboxylic Acids-The Baeyer Villager Oxidation
Section 17.14: Oxidative Chemical Tests for Aldehydes

Chapter 18: Enols, Enolates, and Aldol Condensation-Alpha, Beta Unsaturated Aldehydes and Ketones

Section 18.1: Acidity of Aldehydes and Ketones-Enolate Ions
Section 18.2: Keto-Enol Equilibria
Section 18.3: Halogenation of Aldehydes and Ketones
Section 18.4: Alkylation of Aldehydes and Ketones
Section 18.5: Attack by Enolates on the Carbonyl Function-Aldol Condensation
Section 18.6: Crossed Aldol Condensation
Section 18.7: Intramolecular Aldol Condensation
Section 18.8: Properties of ?, ?-Unsaturated Aldehydes and Ketones
Section 18.9: Conjugate Additions to ?, ?-Unsaturated Aldehydes and Ketones
Section 18.10: 1,2- and 1,4-Additions of Organometallic Reagents
Section 18.11: Conjugate Additions of Enolate Ions-Michael Addition and Robinson Annulatiom

Chapter 19: Carboxylic Acids

Chapter 20: Carboxylic Acid Derivatives

Chapter 21: Amines and Their Derivatives-Functional Groups Containing Nitrogen

Chapter 22: Chemistry of Benzene Substituents-Alkylbenzenes, Phenols, and Benzenamines

Chapter 23: Ester Enolates and the Claisen Condensation-Synthesis of Beta Dicarbonyl Compounds; Acyl Anion Equivalents

Chapter 24: Carbohydrates-Polyfunctional Compounds in Nature

Chapter 25: Heterocycles-Heteroatoms in Cyclic Organic Compounds

Chapter 26: Amino Acids, Peptides, Proteins, and Nucleic Acids-Nitrogen Containing Polymers in Nature

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