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Advanced Organic Chemistry Part A: Structure and Mechanisms

Bibliographic Details
Main Author: Carey, Francis A.
Format: eBook
Language:English
Published: New York, NY Springer US 1977, 1977
Edition:1st ed. 1977
Subjects:
Medicinal Chemistry
Chemistry, Organic
Organic Chemistry
Online Access:
Collection: Springer Book Archives -2004 - Collection details see MPG.ReNa
Table of Contents:
  • 4.1. Thermodynamic Data
  • 4.2. Kinetic Data
  • 4.3. Substituent Effects and Linear Free-Energy Relationships
  • 4.4. Isotope Effects
  • 4.5. Characterization of Reaction Intermediates
  • 4.6. Catalysis
  • 4.7. Solvent Effects
  • 4.8. Basic Mechanistic Concepts: Kinetic Versus Thermodynamic Control, Hammond’s Postulate, the Curtin-Hammett Principle
  • 4.9. Isotopes in Labeling Experiments
  • 4.10. Stereochemistry
  • General References
  • Problems
  • 5. Nucleophilic Substitution
  • 5.1. The Limiting Cases—Substitution by the Ionization (Sn1) Mechanism
  • 5.2. The Limiting Cases—Substitution by the Direct Displacement (SN2) Mechanism
  • 5.3. Alternative Mechanistic Hypotheses
  • 5.4. Carbonium Ions
  • 5.5. Nucleophilicity
  • 5.6. Leaving-Group Effects
  • 5.7. Steric and Other Substituent Effects on Substitution and Ionization Rates
  • 5.8.Stereochemistry of Nucleophilic Substitution
  • 5.9. Secondary Kinetic Isotope Effects in Substitution Mechanisms
  • 11.4. Photochemistry of Alkenes and Dienes
  • 11.5. Photochemistry of Aromatic Compounds
  • General References
  • Problems
  • 12. Free-Radical Reactions
  • 12.1. Generation and Characterization of Free Radicals
  • 12.2. Characteristics of Reaction Mechanisms Involving Radical Intermediates
  • 12.3. Free-Radical Substitution Reactions
  • 12.4. Free-Radical Addition Reactions
  • 12.5. Intramolecular Free-Radical Reactions
  • 12.6. Rearrangement and Fragmentation Reactions of Free Radicals
  • 12.7. Electron-Transfer Reactions
  • General References
  • Problems
  • References for Problems
  • of Part A
  • 1. Chemical Bonding and Molecular Structure
  • 1.1. Valence-Bond Approach to Chemical Bonding
  • 1.2. Bond Energies, Lengths, and Dipoles
  • 1.3. Molecular Orbital Theory
  • 1.4. Huckel Molecular Orbital Theory
  • General References
  • Problems
  • 2. Stereochemical Principles
  • 2.1. Enantiomeric Relationships
  • 2.2. Diastereomeric Relationships
  • 2.3. Dynamic Stereochemistry
  • 2.4. Prochiral Relationships
  • General References
  • Problems
  • 3. Conformational and Other Steric Effects
  • 3.1. Steric Strain and Molecular Mechanics
  • 3.2. Conformations of Acyclic Molecules
  • 3.3. Conformations of Cyclohexane Derivatives
  • 3.4. Carbocyclic Rings Other Than Six-Membered
  • 3.5. Heterocyclic Conformational Analysis
  • 3.6. Molecular Orbital Methods Applied to Conformational Analysis
  • 3.7. Conformational Effects on Reactivity
  • 3.8. Other Steric Effects on Reactivity
  • General References
  • Problems
  • 4. Study and Description of Organic Reaction Mechanisms
  • 8.2. Addition-Elimination Reactions of Ketones and Aldehydes
  • 8.3. Reactivity of Carbonyl Compounds toward Addition
  • 8.4. Ester Hydrolysis and Related Reactions
  • 8.5. Amide Hydrolysis
  • 8.6. Acylation of Nucleophilic Oxygen and Nitrogen Groups
  • 8.7. Intramolecular Catalysis
  • General References
  • Problems
  • 9. Aromaticity and Electrophilic Aromatic Substitution
  • 9.1. Aromaticity
  • 9.2. Electrophilic Aromatic Substitution Reactions
  • 9.3. Structure-Reactivity Relationships
  • 9.4. Specific Substitution Mechanisms
  • 9.5. Theoretical Treatments of Aromatic Substitution Reactions
  • General References
  • Problems
  • 10. Concerted Reactions
  • 10.1. Electrocyclic Reactions
  • 10.2. Sigmatropic Rearrangements
  • 10.3. Cycloaddition and Cycloelimination Reactions
  • General References
  • Problems
  • 11. Photochemistry
  • 11.1. General Principles
  • 11.2. Orbital Symmetry Considerations Related to Photochemical Reactions
  • 11.3. Photochemistry of Carbonyl Groups
  • 5.10. Neighboring-Group Participation
  • 5.11. Carbonium Ion Rearrangements
  • 5.12. Nonclassical Carbonium Ions and the Norbornyl Cation Problem
  • 5.13. Synthetic Applications of Nucleophilic Substitution Reactions
  • General References
  • Problems
  • 6. Polar Addition and Elimination Reactions
  • 6.1. Addition of Hydrogen Halides to Alkenes
  • 6.2. Acid-Catalyzed Hydration of Alkenes
  • 6.3. Addition of Halogens
  • 6.4. The E2, E1, and E1cb Mechanisms
  • 6.5. Orientation Effects in Elimination Reactions
  • 6.6. Stereochemistry of E2 Elimination Reactions
  • 6.7. Dehydration of Alcohols
  • 6.8. Eliminations Not Involving C-H Bonds
  • General References
  • Problems
  • 7. Carbanions and Other Nucleophilic Carbon Species
  • 7.1. Acidity of Hydrocarbons
  • 7.2. Carbanions Stabilized by Functional Groups
  • 7.3. Enols and Enamines
  • General References
  • Problems
  • 8. Reactions of Carbonyl Compounds
  • 8.1. Hydration and Addition of Alcohols to Aldehydes and Ketones

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