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Organic Chemistry 6th Edition

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

  • Published
  • Previous Editions 2002, 2002, 1995
  • 1296 Pages

Overview

Providing a modern introduction to organic chemistry for students majoring in chemistry, health, and the biological sciences, ORGANIC CHEMISTRY, Sixth Edition, is both student-friendly and cutting-edge and incorporates the latest advances in the field. Professors Brown, Iverson, and Anslyn have all won teaching awards at their respective schools, and they use their skills to build upon the text's hallmarks of unified mechanistic themes, focused problem-solving, use of applied problems from the pharmaceutical field, and unrivaled visuals. Thoroughly updated throughout, the book offers numerous biological examples for premed students, a wide range of in-text learning tools, and integration with the OWL for Organic Chemistry homework and tutorial system, which now includes an interactive multimedia eBook. In this edition, to help students understand reaction mechanisms, the authors offset reaction mechanisms in a stepwise fashion and now emphasize similarities between related mechanisms using just four different characteristics: breaking a bond, making a new bond, adding a proton and taking a proton away. Numerous resources help ensure student success in the course, including a running margin glossary, a mini in-text study guide, and more in-chapter examples than any other text on the market. Emphasizing "how-to" skills, this edition is packed with challenging synthesis problems, medicinal chemistry problems, and unique roadmap problems.

William H. Brown, Beloit College

William H. Brown is emeritus professor of chemistry at Beloit College, where he was twice named Teacher of the Year. His teaching responsibilities include organic chemistry, advanced organic chemistry, and, more recently, special topics in pharmacology and drug synthesis. He received his Ph.D. from Columbia University under the direction of Gilbert Stork and did postdoctoral work at California Institute of Technology and the University of Arizona.

Christopher S. Foote, University of California, Los Angeles

Christopher S. Foote was a professor of chemistry at the University of California, Los Angeles. His scholarly credits included Sloan Fellow; Guggenheim Fellow; ACS Baekland Award; ACS Cope Scholar; Southern California Section ACS Tolman Medal; President, American Society for Photobiology; and Senior Editor, Accounts of Chemical Research.

Brent L. Iverson, University of Texas, Austin

Brent L. Iverson received his Ph.D. from the California Institute of Technology. He is a University Distinguished Teaching Professor and the Dean of the School of Undergraduate Studies at University of Texas at Austin, as well as a respected researcher. His research spans the interface of organic chemistry and molecular biology. His group has developed several patented technologies, including an FDA-approved treatment for late-stage anthrax.

Eric Anslyn, University of Texas, Austin

Eric Anslyn received his Ph.D. from the California Institute of Technology and is the Norman Hackerman Professor of Chemistry and a University Distinguished Teaching Professor at The University of Texas at Austin. Anslyn's research focuses on the physicals and bioorganic chemistry of synthetic and natural receptors and catalysts.
  • REVISED PRESENTATION OF MECHANISMS. Mechanisms are presented in a clear, stepwise fashion with written commentary accompanying each mechanistic step so verbal learners can learn alongside more visually oriented learners. In this edition, many mechanisms have been broken up into more steps to increase student understanding. In addition, the authors emphasize similarities between related mechanisms using just four different characteristics: breaking a bond, making a new bond, adding a proton, and taking a proton away. Chapter 9, Analysis of Several Competitions Between Substitution and Eliminations, includes new information to help students better define these mechanisms.
  • REVISED ROADMAP PROBLEMS. These unique problems relate to the authors' organic chemistry roadmap, which compares organic chemistry to a roadmap with functional groups analogous to cities and reactions analogous to the roads between them. Creating a cumulative, graphical representation of the different reactions students encounter in the context of important functional groups, the organic chemistry roadmap helps students visualize how to interconvert different functional groups, which often requires different reactions from different chapters, by simply identifying the most direct path on the roadmap.
  • SLIGHT REORGANIZATION. The authors have combined related topics to enhance student understanding by merging parts of Chapter 24 with Chapter 20. Chapter 20 has been renamed "Dienes, Conjugated Systems and Pericyclic Reactions."
  • ENHANCEMENTS IN OWL. In addition to updating the online mastery and end-of-chapter questions correlated to the book, the accompanying OWL FOR ORGANIC CHEMISTRY online learning system includes a new interactive eBook, enhanced with rich multimedia learning tools.
  • CHEMICAL CONNECTIONS BOXES. These boxes illustrate applications of organic chemistry to everyday settings, with topics ranging from Radical Autoxidation to Drugs that Lower Plasma Levels of Cholesterol.
  • BUILT-IN STUDY TOOLS. Outlined end-of-chapter summaries highlight all-important new terms found in the chapter to provide students with a mini in-text study guide. The outlines are linked to the end-of-chapter problems and to the corresponding sections of the text. Summaries of Key Reactions annotate each reaction and key it to the section where it is discussed, making it easy for students to see similarities and differences among reactions.
  • OWL INTEGRATION. Improve student learning outcomes with OWL, the #1 online homework and learning system for chemistry. Developed by chemistry instructors for teaching chemistry, OWL includes course management tools that make homework management a breeze, as well as advanced reporting and grade book features that save time in grading homework and tracking student progress. OWL enables you to address students' different learning styles through tutorials, simulations, visualization exercises, and algorithmically-generated homework questions with answer-specific feedback. With OWL's mastery learning approach, students work at their own pace until they understand each concept/skill. OWL includes an eBook, enhanced with multimedia learning tools.
  • VISUAL IMPACT. This text is distinguished by its striking, full-color art program (250 pieces of numbered art and over 1,000 pieces of in-text art). The book paints a detailed picture of the orbital nature of electron density in Chapter 1 by focusing on the interplay between the two complementary approaches to orbital descriptions: valence bond theory and molecular orbital theory. High-quality photos show organic chemistry as it occurs in the laboratory and in everyday life; electrostatic potential maps illustrate structure and reactivity; the spectra in the book reflects the latest imagery; and the book includes state-of-the-art, mathematically accurate molecular models.
  • HOW-TO BOXES. To facilitate student success in the course, insightful "How-To" boxes highlight the survival skills necessary to learn and master organic chemistry. Integrated throughout the text at key points, these essential skills include "How To: Draw Curved Arrows and Push Electrons," "How To: Draw Chiral Molecules," "How To: Solve NMR Spectral Problems," and many more.
  • BIOLOGY CONNECTION. Although still a predominantly synthetic organic chemistry text, the book explicitly links concepts to biological chemistry topics--drawing in biology majors, premed students, and others who will soon go on to biochemistry. "Connections to Biological Chemistry" boxes discuss the applications of organic chemistry to biology to a wide range of topics.
  • REACTIONS IN CONTEXT. These problems apply organic chemistry to medicinal chemistry and the pharmaceutical sciences.
  • MORE IN-CHAPTER WORKED EXAMPLES THAN ANY OTHER TEXT: Featuring a pedagogy normally reserved for general chemistry texts, the book offers more worked examples than other texts, followed by corresponding problems without answers and a multitude of end-of-chapter problems, including challenging, research-based essay problems, multi-step synthesis problems, reactions in context problems and roadmap problems.
1. Covalent Bonding and Shapes of Molecules.
2. Alkanes and Cycloalkanes.
3. Stereochemistry and Chirality.
4. Acids and Bases.
5. Alkenes.
6. Reactions of Alkenes.
7. Alkynes.
8. Haloalkanes, Halogenation, and Radical Reactions.
9. Nucleophilic Substitution and B-Elimination.
10. Alcohols.
11. Ethers, Sulfides, and Epoxides.
12. Infrared Spectroscopy.
13. Nuclear Magnetic Resonance Spectroscopy.
14. Mass Spectrometry.
15. 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: Lipids.
27. Amino Acids and Proteins.
28. Nucleic Acids.
29. Organic Polymer Chemistry.
Appendices:
1. Thermodynamics and the Equilibrium Constant.
2. Major Classes of Organic Acids.
3. Bond Dissociation Enthalpies.
4. Characteristic 1H-NMR Chemical Shifts.
5. Characteristic 13C Chemical Shifts.
6. Characteristic IR Absorption Frequencies.
7. Electrostatic Potential Maps.
8. Summary of Stereochemical Terms.
9. Summary of the Rules of Nomenclature.
10. Common Mistakes in Arrow Pushing.
11. Organic Chemistry Roadmaps.
GLOSSARY G-1.
INDEX I-1.

Textbook Only Options

Traditional eBook and Print Options

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  • ISBN-10: 1133377068
  • ISBN-13: 9781133377061
  • STARTING AT $25.99

  • STARTING AT $57.49

  • ISBN-10: 084005498X
  • ISBN-13: 9780840054982
  • Bookstore Wholesale Price $270.00
  • RETAIL $359.95

Cengage provides a range of supplements that are updated in coordination with the main title selection. For more information about these supplements, contact your Learning Consultant.

FOR INSTRUCTORS

Instructor Resource Website

ISBN: 9781305865372
Everything you need for your course in one place! This collection of book-specific lecture and class tools is available online via www.cengage.com/login. Access and download PowerPoint presentations, images, instructor’s manual, videos, and more.

Student Study Guide and Solutions Manual

ISBN: 9781305864504
The best way for students to learn organic chemistry concepts is to work relevant and interesting problems on a daily basis. Authored by Brent and Sheila Iverson, The University of Texas at Austin, this comprehensive manual offers detailed solutions to all in-text and end-of-chapter problems in the Eighth Edition of the core text. It helps students achieve a deeper intuitive understanding of the material through constant reinforcement and practice--ultimately resulting in much better preparation for in-class quizzes and tests, as well as for national standardized tests such as the DAT and MCAT.

Cengage Learning Testing, powered by Cognero® Instant Access

ISBN: 9781305672550
Cengage Learning Testing, powered by Cognero® is a flexible, online system that allows you to author, edit, and manage test bank content from multiple Cengage Learning solutions, create multiple test versions in an instant, and deliver tests from your LMS, your classroom or wherever you want.

FOR STUDENTS

Student Study Guide and Solutions Manual

ISBN: 9781305864504
Prepare for exams, build problem-solving skills, and get the grade you want with this comprehensive guide! Offering detailed solutions to all in-text and end-of-chapter problems, this guide helps you achieve a deeper intuitive understanding of chapter material through constant reinforcement and practice. As a result, you’ll be much better prepared for in-class quizzes and tests, as well as for national standardized tests such as the DAT and MCAT.

Pushing Electrons

ISBN: 9781133951889
This brief guidebook assists you in mastering the difficult concept of pushing electrons that is vital to your success in Organic Chemistry. With an investment of only 12 to 16 hours of self-study you can have a better understanding of how to write resonance structures and will become comfortable with bond-making and bond-breaking steps in organic mechanisms. A paper-on-pencil approach uses active involvement and repetition to teach you to properly push electrons to generate resonance structures and write organic mechanisms with a minimum of memorization. Compatible with any organic chemistry textbook.

Chemical Principles for Organic Chemistry

ISBN: 9781285457697
Covering all the concepts that carry over from general chemistry to the organic course CHEMICAL PRINCIPLES FOR ORGANIC CHEMISTRY helps you "unlearn" some of the approaches you learned in General Chemistry, learn new or different ones, and successfully apply concepts from General Chemistry to organic chemistry.