Advanced Organic Chemistry

1. Front Matter

   Pages i-xviii

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2. Chemical Bonding and Molecular Structure

   • Francis A. Carey, Richard J. Sundberg

   Pages 1-60

3. Stereochemical Principles

   • Francis A. Carey, Richard J. Sundberg

   Pages 61-97

4. Conformational, Steric, and Stereoelectronic Effects

   • Francis A. Carey, Richard J. Sundberg

   Pages 99-160

5. Study and Description of Organic Reaction Mechanisms

   • Francis A. Carey, Richard J. Sundberg

   Pages 161-233

6. Nucleophilic Substitution

   • Francis A. Carey, Richard J. Sundberg

   Pages 235-322

7. Polar Addition and Elimination Reactions

   • Francis A. Carey, Richard J. Sundberg

   Pages 323-371

8. Carbanions and Other Nucleophilic Carbon Species

   • Francis A. Carey, Richard J. Sundberg

   Pages 373-402

9. Reactions of Carbonyl Compounds

   • Francis A. Carey, Richard J. Sundberg

   Pages 403-453

10. Aromaticity and Electrophilic Aromatic Substitution

    • Francis A. Carey, Richard J. Sundberg

    Pages 455-528

11. Concerted Reactions

    • Francis A. Carey, Richard J. Sundberg

    Pages 529-581

12. Photochemistry

    • Francis A. Carey, Richard J. Sundberg

    Pages 583-623

13. Free-Radical Reactions

    • Francis A. Carey, Richard J. Sundberg

    Pages 625-697

14. Back Matter

    Pages 699-726

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The purpose of this edition is the same as that of the first edition, that is, to provide a deeper understanding of the structures of organic compounds and the mechanisms of organic reactions. The level is aimed at advanced undergraduates and beginning graduate students. Our goal is to solidify the student's understanding of basic concepts provided in an introduction to organic chemistry and to fill in much more information and detail, including quantitative information, than can be presented in the first course in organic chemistry. The first three chapters consider the fundamental topics of bonding theory, stereochemistry, and conformation. Chapter 4 discusses the techniques that are used to study and characterize reaction mechanisms. The remaining chapters consider basic reaction types with a broad coverage of substituent effects and stereochemistry being provided so that each reaction can be described in good, if not entirely complete, detail. The organization is very similar to the first edition with only a relative shift in emphasis having been made. The major change is the more general application of qualitative molecular orbital theory in presenting the structural basis of substituent and stereoelectronic effects. The primary research literature now uses molecular orbital approaches very widely, while resonance theory serves as the primary tool for explanation of structural and substituent effects at the introductory level. Our intention is to illustrate the use of both types of interpretation, with the goal of facilitating the student's ability to understand and apply the molecular orbital concepts now widely in use.

• Substitution
• aromatic
• bonding
• carbon
• chemical bond
• chemistry
• information
• nucleophilic substitution
• organic chemistry
• photochemistry
• reactions
• stereochemistry
• structure

• University of Virginia, Charlottesville, USA

  Francis A. Carey, Richard J. Sundberg

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