Advance Organic Chemistry: Structure And Mechanism (Part A)

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Parts A and B may stand alone; together, they provide a comprehensive foundation for the 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 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. Table of Contents Preface Acknowledgmentand Personal Statement Introduction Chapter 1. Chemical Bonding and Molecular Structure Chapter 2. Stereochemistry, Conformation, and Stereoselectivity Chapter 3. Structural Effects on Stability and Reactivity Chapter 4. Nucleophilic Substitution Chapter 5. Polar Addition and Elimination Reactions Chapter 6. Carbanions and Other Carbon Nucleophiles Chapter 7. Addition, Condensation and Substitution Reactions of Carbonyl Compounds Chapter 8. Aromaticity Chapter 9. Aromatic Substitution Chapter 10. Concerted Pericyclic Reactions Chapter 11. Free Radical Reactions Chapter 12. Photochemistry References to Problems Index