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Organic Chemistry

By William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

9th Edition © 2023
Discipline:Chemistry
Course:Organic Chemistry
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ORGANIC CHEMISTRY, Ninth Edition, is a student-friendly, cutting-edge introduction for chemistry, health and biological sciences majors. The authors revised the text to align pedagogically with the way your students approach complicated material. In addition to featuring unified mechanistic themes, focused problem-solving, applied pharmaceutical problems and biological examples, the new edition takes a step-by-step approach to reaction mechanisms, emphasizing similarities among mechanisms using four traits: breaking a bond, making a new bond, adding a proton and taking a proton away. The text also includes organic chemistry reaction roadmaps organized by chapter to help your students devise their own reaction pathways.

Emphasizing practical “how-to” skills, the new edition is packed with challenging synthesis problems, medicinal chemistry problems and unique roadmap problems, with hundreds of detailed solutions to all in-chapter exercises to guide your students through logical approaches to solving problems of various types. New point-by-point summaries at the beginning of each section highlight important content in a way that is easy for students to review and reference, while in-margin definitions and highlighted integral concepts reinforce key content throughout the text. 100 author-created videos, available in OWLv2, explain and illustrate the most difficult concepts in an engaging way.

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AboutTable of contentsResourcesPricing & formatsRelated products

About this product

ORGANIC CHEMISTRY, Ninth Edition, is a student-friendly, cutting-edge introduction for chemistry, health and biological sciences majors. The authors revised the text to align pedagogically with the way your students approach complicated material. In addition to featuring unified mechanistic themes, focused problem-solving, applied pharmaceutical problems and biological examples, the new edition takes a step-by-step approach to reaction mechanisms, emphasizing similarities among mechanisms using four traits: breaking a bond, making a new bond, adding a proton and taking a proton away. The text also includes organic chemistry reaction roadmaps organized by chapter to help your students devise their own reaction pathways.

Emphasizing practical “how-to” skills, the new edition is packed with challenging synthesis problems, medicinal chemistry problems and unique roadmap problems, with hundreds of detailed solutions to all in-chapter exercises to guide your students through logical approaches to solving problems of various types. New point-by-point summaries at the beginning of each section highlight important content in a way that is easy for students to review and reference, while in-margin definitions and highlighted integral concepts reinforce key content throughout the text. 100 author-created videos, available in OWLv2, explain and illustrate the most difficult concepts in an engaging way.

100 author-created videos walk students through example problems and important graphics. Covering key lessons in an engaging way, the videos provide students with a trustworthy resource to help them learn difficult and important material.

To better prepare students for the MCAT exam, MCAT Practice: Passage and Questions features throughout the text ask students to read a brief essay organic chemistry and then answer a series of relevant multiple-choice questions.

Although focused strongly on synthetic organic chemistry, the text explicitly connects key concepts to important biological chemistry topics, increasing relevance for biology majors, pre-med students and others who plan to proceed to biochemistry.

Reactions in Context features present selected end-of-chapter problems that illustrate key applications of organic chemistry to medicinal chemistry and the pharmaceutical sciences.

Table of contents

Chapters

Cover Page
Title Page
Copyright Page
Dedication
About the Authors
Preface
Acknowledgments
1. Covalent Bonding and Shapes of Molecules*Preview this chapter
2. Alkanes and Cycloalkanes
3. Stereoisomerism and Chirality
4. Acids and Bases
5. Alkenes: Bonding, Nomenclature, and Properties
6. Reactions of Alkenes
7. Alkynes
8. Haloalkanes, Halogenation, and Radical Reactions
9. Nucleophilic Substitution and β -Elimination
10. Alcohols
11. Ethers, Epoxides, and Sulfides
12. Infrared Spectroscopy
13. Nuclear Magnetic Resonance Spectroscopy
14. Mass Spectrometry
15. An Introduction to Organometallic Compounds
16. Aldehydes and Ketones
17. Carboxylic Acids
18. Functional Derivatives of Carboxylic Acids
19. Enolate Anions and Enamines
20. Dienes, Conjugated Systems, and Pericyclic Reactions
21. Benzene and the Concept of Aromaticity
22. Reactions of Benzene and Its Derivatives
23. Amines
24. Catalytic Carbon-Carbon Bond Formation
25. Carbohydrates
26. Organic Polymer Chemistry
27. Lipids
28. Amino Acids and Proteins
29. Nucleic Acids
Media Index
Appendix 1. Thermodynamics and the Equilibrium Constant
Appendix 2. Major Classes of Organic Acids
Appendix 3. Bond Dissociation Enthalpies
Appendix 4. Characteristic H-NMR 1 Chemical Shifts
Appendix 5. Characteristic C-NMR 13 Chemical Shifts
Appendix 6. Characteristic Infrared Absorption Frequencies
Appendix 7. Electrostatic Potential Maps
Appendix 8. Summary of Stereochemical Terms
Appendix 9. Summary of the Rules of Nomenclature
Appendix 10. Organic Chemistry Road Maps
Appendix 11. Periodic Table of the Elements and Some Important Organic Functional Groups
Show more

1. Covalent Bonding and Shapes of MoleculesPreview this chapter ↗

1.1
Electronic Structure of Atoms
Preview this section ↗
A. Electron Configuration of Atoms ↗
B. The Concept of Energy ↗
C. Lewis Dot Structures ↗
1.2
Lewis Model of Bonding
Preview this section ↗
A. Formation of Chemical Bonds ↗
B. Electronegativity and Chemical Bonds ↗
C. Lewis Structures for Molecules and Polyatomic Ions ↗
D. Formal Charge ↗
E. Exceptions to the Octet Rule ↗
F. Dative Bonds ↗
1.3
Functional Groups
Preview this section ↗
A. Alcohols ↗
B. Amines ↗
C. Aldehydes and Ketones ↗
D. Carboxylic Acids ↗
E. Carboxylic Esters ↗
F. Carboxylic Amides ↗
1.4
Bond Angles and Shapes of Molecules ↗
1.5
Polar and Nonpolar Molecules ↗
1.6
Quantum or Wave Mechanics
Preview this section ↗
A. Moving Particles Exhibit the Properties of a Wave ↗
B. Shapes of Atomic s and p Orbitals ↗
1.7
A Combined Valence Bond and Molecular Orbital Theory Approach to Covalent Bonding
Preview this section ↗
A. Molecular Orbital Theory; Formation of Molecular Orbitals ↗
B. Valence Bond Theory; Hybridization of Atomic Orbitals ↗
C. An Analysis of S and P ↗
D. Combining Valence Bond (VB) and Molecular Orbital (MO) Theories: The Creation of σ and π Bonding and Antibonding Orbitals ↗
1.8
Resonance
Preview this section ↗
A. Theory of Resonance ↗
B. Rules for Writing Acceptable Contributing Structures ↗
C. Estimating the Relative Importance of Contributing Structures ↗
1.9
Molecular Orbitals for Delocalized Systems
Preview this section ↗
A. Resonance Revisited ↗
B. A Greater Reliance on Molecular Orbital Theory ↗
C. Hybridization Considerations in Light of Resonance and MO Theory ↗
1.10
Bond Lengths and Bond Strengths in Alkanes, Alkenes, and Alkynes ↗
Problems: Electronic Structure of Atoms ↗
Problems: Lewis Structures and Formal Charge ↗
Problems: Polarity of Covalent Bonds ↗
Problems: Bond Angles and Shapes of Molecules ↗
Problems: Functional Groups ↗
Problems: Polar and Nonpolar Molecules ↗
Problems: Resonance and Contributing Structures ↗
Problems: Valence Bond Theory ↗
Problems: Combined MO/VB Theory ↗
Problems: Additional Problems ↗
Problems: Looking Ahead ↗
Problems: Molecular Orbitals ↗
Show more

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