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Perspectives on Structure and Mechanism in Organic Chemistry

Perspectives on Structure and Mechanism in Organic Chemistry - 98 edition

ISBN13: 978-0534249489

Cover of Perspectives on Structure and Mechanism in Organic Chemistry 98 (ISBN 978-0534249489)
ISBN13: 978-0534249489
ISBN10: 0534249485
Cover type:
Edition/Copyright: 98
Publisher: Brooks/Cole Publishing Co.
Published: 1998
International: No

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Perspectives on Structure and Mechanism in Organic Chemistry - 98 edition

ISBN13: 978-0534249489

Felix A. Carroll

ISBN13: 978-0534249489
ISBN10: 0534249485
Cover type:
Edition/Copyright: 98
Publisher: Brooks/Cole Publishing Co.

Published: 1998
International: No
Summary

Designed to help students not only understand what has been done in the past, but also be able to develop new concepts and to see new relationships in the future, Carroll's text emphasizes the nature and limitations of knowledge in chemistry, the need to question the underlying bases of familiar concepts, and to explore the role of complementary models in the understanding and practice of organic chemistry. This book is modern both in content and in presentation. Rather than taking the encyclopedic approach of other books on organic structure and mechanism, Carroll emphasizes underlying concepts in a way that leads to a deeper understanding of the fundamental principles. Reviewers have commented on the text's scholarship and clear presentation.

  • Carroll includes a clear, detailed presentation of organic stereochemistry in Chapter 2, coverage of the fundamental concepts of molecular mechanics in Chapter 3, and coverage of the principles of molecular orbital theory in Chapter 4.
  • A chapter on reactive intermediates precedes a chapter on methods for studying the mechanisms of organic reactions.
  • Individual chapters cover acid-base catalyzed reactions, substitution reactions, addition reactions, elimination reactions, and organic photochemistry.
  • Hundreds of literature-based problems allow students to test their understanding, to actively engage the chemical literature, and to develop and defend their own ideas.
  • A wide range of informative and up-to-date footnotes place the text in a more historical perspective and provide easy access to further information. The text's 3000 plus literature citations range from 1851 to 1995.


Table of Contents

PART I. CONCEPTS AND MODELS IN ORGANIC CHEMISTRY.

Models of Atomic and Molecular Structure.
Bonding and Molecular Geometry.
Complementary Descriptions of the Double Bond.
Conclusion.

PART II. STEREOCHEMISTRY.

Introduction.
Stereoisomerism.
Manifestations of Stereoisomerism.

PART III. CONFORMATIONAL ANALYSIS AND MOLECULAR MECHANICS.

Molecular Conformation.
Conformational Analysis.
Molecular Mechanics.
Molecular Strain and Limits to Molecular Stability.

PART IV. APPLICATIONS OF MOLECULAR ORBITAL THEORY AND VALENCE BOND THEORY.

Introduction to Molecular Orbital Theory.
Armoaticity.
Quantitative Methods Using Valence Bond Theory.
Additional Molecular Orbital Methods.

PART V. REACTIVE INTERMEDIATES.

Potential Energy Surfaces, Reaction Coordinate Diagrams, and Reactive Intermediates.
Reactive Intermediates with Neutral, Electron Deficient Carbon Atoms.
Intermediates with Charged Carbon Atoms.
Conclusion.

PART VI. METHODS OF STUDYING ORGANIC REACTIONS.

Molecular Change and Reaction Mechanisms.
Tools to Determine Reaction Mechanisms.
Applications of Kinetics in Studying Reaction Mechanisms.
Arrhenius Theory and Transition-State Theory.
Kinetic Isotope Effects.
Substituent Effects and Linear Free Energy Relationships.

PART VII. ACID-BASE CATALYZED REACTIONS.

Acidity and Basicity of Organic Compounds.
Acid and Base Catalysis of Chemical Reactions.
Acid and Base Catalysis of Carbonyl Compounds and Carboxylic Acid Derivatives.

PART VIII. SUBSTITUTION REACTIONS.

Introduction.
Nucleophilic Aliphatic Substitution.
Electrophilic Aromatic Substitution.
Nuceophilic Aromatic and Vinylic Substitution.
Conclusion.

PART IX. ADDITION REACTIONS.

Introduction.
Addition of Halogens to Alkenes.
Other Addition Reactions.

PART X. ELIMINATION REACTIONS.

Introduction.
Dehydrohalogenation and Related 1,2-Elimination Reactions.
Other 1,2-Elimination Reactions.

PART XI. CONCERTED REACTIONS.

Introduction.
Electrocyclic Transformations.
Sigmatropic Reactions.
Cycloaddition Reactions.
Other Concerted Reactions.
A Generalized Selection Rule for Pericyclic Reactions.
Alternative Conceptual Models for Concerted Reactions.

PART XII. PHOTOCHEMISTRY.

Introduction.
Properties of Excited States.
Representative Photochemical Reactions.
Some Applications of Organic Photochemistry.

References for Problems.
Indices.

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