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  • Textbook
  • © 2007

Advanced Organic Chemistry

Part A: Structure and Mechanisms

  • Parts A and B may stand alone; together, they provide a comprehensive foundation for study in organic chemistry

  • Updated material reflecting scientific advances since 2001’s Fourth Edition, especially in computational chemistry

  • Companion Websites provide digital models for students and exercise solutions for instructors

  • Includes supplementary material: sn.pub/extras

  • Request lecturer material: sn.pub/lecturer-material

Part of the book series: Advanced Organic Chemistry (AOC)

Part of the book sub series: Part A: Structure and Mechanisms (AOCA)

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  • ISBN: 978-0-387-44899-2
  • Instant PDF download
  • Readable on all devices
  • Own it forever
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  • Tax calculation will be finalised during checkout
Softcover Book USD 74.99
Price excludes VAT (USA)
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Table of contents (12 chapters)

  1. Front Matter

    Pages I-XXI
  2. Chemical Bonding and Molecular Structure

    • Francis A. Carey, Richard J. Sundberg
    Pages 1-117
  3. Stereochemistry, Conformation, and Stereoselectivity

    • Francis A. Carey, Richard J. Sundberg
    Pages 119-251
  4. Structural Effects on Stability and Reactivity

    • Francis A. Carey, Richard J. Sundberg
    Pages 253-388
  5. Nucleophilic Substitution

    • Francis A. Carey, Richard J. Sundberg
    Pages 389-472
  6. Polar Addition and Elimination Reactions

    • Francis A. Carey, Richard J. Sundberg
    Pages 473-577
  7. Carbanions and Other Carbon Nucleophiles

    • Francis A. Carey, Richard J. Sundberg
    Pages 579-628
  8. Addition, Condensation and Substitution Reactions of Carbonyl Compounds

    • Francis A. Carey, Richard J. Sundberg
    Pages 629-711
  9. Aromaticity

    • Francis A. Carey, Richard J. Sundberg
    Pages 713-770
  10. Aromatic Substitution

    • Francis A. Carey, Richard J. Sundberg
    Pages 771-831
  11. Concerted Pericyclic Reactions

    • Francis A. Carey, Richard J. Sundberg
    Pages 833-964
  12. Free Radical Reactions

    • Francis A. Carey, Richard J. Sundberg
    Pages 965-1071
  13. Photochemistry

    • Francis A. Carey, Richard J. Sundberg
    Pages 1073-1153
  14. Back Matter

    Pages 1155-1203

About this book

Since its original appearance in 1977, Advanced Organic Chemistry has maintained its place as the premier textbook in the field, offering broad coverage of the structure, reactivity and synthesis of organic compounds. As in the earlier editions, the text contains extensive references to both the primary and review literature and provides examples of data and reactions that illustrate and document the generalizations. While the text assumes completion of an introductory course in organic chemistry, it reviews the fundamental concepts for each topic that is discussed.

The two-part fifth edition has been substantially revised and reorganized for greater clarity. Part A begins with the fundamental concepts of structure and stereochemistry, and the thermodynamic and kinetic aspects of reactivity. Major reaction types covered include nucleophilic substitution, addition reactions, carbanion and carbonyl chemistry, aromatic substitution, pericyclic reactions, radical reactions, and photochemistry.

Among the changes:

  • Coverage of the importance of computational chemistry in modern organic chemistry, including applications to many specific reactions.
  • Expanded coverage of stereoselectivity and enantioselectivity, including discussion of several examples of enantioselective reagents and catalysts
  • Chapter 10, Concerted Pericyclic Reactions, has been reorganized and now begins with cycloaddition reactions.
  • The treatment of photochemical reactions has been extensively updated to reflect both experimental and computational studies of the transient intermediates involved in photochemical reactions.
  • A companion Web site provides digital models for study of structure, reaction and selectivity. Here students can view and manipulate computational models of reaction paths. These sites also provide exercises based on detailed study of the computational models.
  • Several chapters in Part A conclude with Topics – short excursions into specific topics such as more detailed analysis of polar substituent effects, efforts to formulate substituent effects in terms of density functional theory, or the role of carbocations in petroleum refining
  • Solutions to the chapter problems are provided to instructors online

Advanced Organic Chemistry Part A provides a close look at the structural concepts and mechanistic patterns that are fundamental to organic chemistry. It relates those mechanistic patterns, including relative reactivity and stereochemistry, to underlying structural factors. Understanding these concepts and relationships will allow students to recognize the cohesive patterns of reactivity in organic chemistry. Part A: Structure and Mechanism and Part B: Reaction and Synthesis - taken together - are intended to provide the advanced undergraduate or beginning graduate student in chemistry with a foundation to comprehend and use the research literature in organic chemistry

Keywords

  • Aromaticity
  • Nucleophilic substitution
  • Pericyclic reaction
  • bonding
  • carbon
  • organic chemistry
  • photochemistry
  • structure
  • synthesis

Reviews

From the reviews of the fifth edition:

“Carey and Sundberg had written the most detailed and briliant account in the subject of organic chemistry. … The book provides an abundance of reaction examples organized in schemes. It makes studying very effective and helpful. … Advanced undergraduates and graduate students will welcome this new edition and the depth of materials covered.” (Philosophy, Religion and Science Book Reviews, bookinspections.wordpress.com, May, 2014)

Authors and Affiliations

  • Department of Chemistry, University of Virginia, Charlottesville

    Francis A. Carey, Richard J. Sundberg

About the authors

Francis A. Carey is a native of Pennsylvania, educated in the public schools of Philadelphia, at Drexel University (B.S. in chemistry, 1959), and at Penn State (Ph.D. 1963). Following postdoctoral work at Harvard and military service, he was appointed to the chemistry faculty of the University of Virginia in 1966. Prior to retiring in 2000, he regularly taught the two-semester lecture courses in general chemistry and organic chemistry. With his students, Professor Carey has published over forty research papers in synthetic and mechanistic organic chemistry.

 Professor Sundberg is primarily engaged in teaching and chemical education. Along with Francis A. Carey he is the author of “Advanced Organic Chemistry. Professor Sundberg is also interested in synthetic methodology in heterocyclic chemistry and is the author of “Indoles” in the Best Synthetic Methods Series (Academic Press, 1996).

Bibliographic Information

Buying options

eBook USD 59.99
Price excludes VAT (USA)
  • ISBN: 978-0-387-44899-2
  • Instant PDF download
  • Readable on all devices
  • Own it forever
  • Exclusive offer for individuals only
  • Tax calculation will be finalised during checkout
Softcover Book USD 74.99
Price excludes VAT (USA)
Hardcover Book USD 149.99
Price excludes VAT (USA)