Freshly Printed - allow 7 days lead
Couldn't load pickup availability
Perspectives on Structure and Mechanism in Organic Chemistry
Felix A. Carroll (Author)
9781119808619, Wiley
Hardback, published 26 May 2023
864 pages
28.5 x 22.4 x 5.3 cm, 2.223 kg
PERSPECTIVES ON STRUCTURE AND MECHANISM IN ORGANIC CHEMISTRY “Beyond the basics” physical organic chemistry textbook, written for advanced undergraduates and beginning graduate students Based on the author’s first-hand classroom experience, Perspectives on Structure and Mechanism in Organic Chemistry uses complementary conceptual models to give new perspectives on the structures and reactions of organic compounds, with the overarching goal of helping students think beyond the simple models of introductory organic chemistry courses. Through this approach, the text better prepares readers to develop new ideas in the future. In the 3rd Edition, the author thoroughly updates the topics covered and reorders the contents to introduce computational chemistry earlier and to provide a more natural flow of topics, proceeding from substitution, to elimination, to addition. About 20% of the 438 problems have been either replaced or updated, with answers available in the companion solutions manual. To remind students of the human aspect of science, the text uses the names of investigators throughout the text and references material to original (or accessible secondary or tertiary) literature as a guide for students interested in further reading. Sample topics covered in Perspectives on Structure and Mechanism in Organic Chemistry include: A comprehensive yet accessible reference on the subject, Perspectives on Structure and Mechanism in Organic Chemistry is an excellent learning resource for students of organic chemistry, medicine, and biochemistry. The text is ideal as a primary text for courses entitled Advanced Organic Chemistry at the upper undergraduate and graduate levels.
Preface xi Chapter 1 Fundamental Models of Organic Chemistry 1 1.1 Atoms and Molecules 1 1.2 Heats of Formation and Reaction 8 1.3 Bonding Models 18 1.4 Complementary Models for the Double Bond 41 1.5 The Role of Complementary Models in Organic Chemistry 46 Problems 47 Chapter 2 Introduction to Computational Chemistry 53 2.1 Hückel Molecular Orbital Theory 53 2.2 Aromaticity 75 2.3 Contemporary Computational Methods 95 2.4 Localized Molecular Orbitals 100 2.5 Density Functional Theory 112 2.6 Another Look at Valence Bond Theory 114 Problems 119 Chapter 3 Stereochemistry 127 3.1 Representations of Three-Dimensional Structures 127 3.2 Stereoisomerism 130 3.3 Physical Manifestations of Chirality 159 3.4 Stereotopicity 167 Problems 172 Chapter 4 Molecular Geometry and Steric Energy 183 4.1 Designation of Molecular Conformation 183 4.2 Conformational Analysis 187 4.3 Molecular Mechanics 204 4.4 Anomeric Effect 221 4.5 Strain and Molecular Stability 225 Problems 237 Chapter 5 Reactive Intermediates 243 5.1 Reaction Coordinate Diagrams 243 5.2 Radicals 244 5.3 Carbenes 263 5.4 Carbocations 272 5.5 Carbanions 290 5.6 Choosing Models of Reactive Intermediates 298 Problems 299 Chapter 6 Determining Reaction Mechanisms 305 6.1 Reaction Mechanisms 305 6.2 Methods to Determine Reaction Mechanisms 306 6.3 Applications of Kinetics in Studying Reaction Mechanisms 319 6.4 Arrhenius Theory and Transition State Theory 326 6.5 Reaction Barriers and Potential Energy Surfaces 337 6.6 Kinetic Isotope Effects 348 6.7 Substituent Effects 363 6.8 Linear Free Energy Relationships 368 Problems 383 Chapter 7 Acid and Base Catalysis of Organic Reactions 393 7.1 Acidity and Basicity of Organic Compounds 393 7.2 Acid and Base Catalysis of Chemical Reactions 413 7.3 Acid and Base Catalysis of Reactions of Carbonyl Compounds and Carboxylic Problems 441 Chapter 8 Substitution Reactions 449 8.1 Introduction 449 8.2 Nucleophilic Aliphatic Substitution 450 8.3 The SN1 Reaction 453 8.4 The SN2 Reaction 471 8.5 Quantitative Measures of Nucleophilicity 480 8.6 Electrophilic Aromatic Substitution 495 8.7 Nucleophilic Aromatic and Vinylic Substitution 504 8.8 Substitution Involving Benzyne Intermediates 511 8.9 Radical-Nucleophilic Substitution 518 8.10 The Impermanence of Mechanistic Labels 521 Problems 521 Chapter 9 Elimination Reactions 529 9.1 Introduction 529 9.2 Dehydrohalogenation and Related 1,2-Elimination Reactions 534 9.3 Other 1,2-Elimination Reactions 558 Problems 578 Chapter 10 Addition Reactions 587 10.1 Introduction 587 10.2 Addition of Halogens to Alkenes 588 10.3 Other Addition Reactions 618 Problems 656 Chapter 11 Pericyclic Reactions 661 11.1 Introduction 661 11.2 Electrocyclic Transformations 665 11.3 Sigmatropic Reactions 678 11.4 Cycloaddition Reactions 691 11.5 Other Pericyclic Reactions 705 11.6 A General Selection Rule for Pericyclic Reactions 711 11.7 Alternative Conceptual Models for Pericyclic Reactions 713 11.8 Reaction Dynamics and Potential Energy Surfaces 729 Problems 735 Chapter 12 Organic Photochemistry 745 12.1 Energy and Electronic States 745 12.2 Photophysical Processes 747 12.3 Photochemical Kinetics 763 12.4 Physical Properties of Excited States 770 12.5 Representative Photochemical Reactions 777 12.6 Applications of Organic Photochemistry 811 Problems 822 References for Selected Problems 831 Index 837
Subject Areas: Chemistry [PN]
