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Organic Chemistry: With Biological Applications, Hybrid Edition 3rd Edition

John E. McMurry

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  • OWLv2

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OWLv2 offers a full, mobile-ready textbook combined with mastery learning activities that allow students to understand each concept and skill at their own pace.

This Cengage solution can be seamlessly integrated into most Learning Management Systems (Blackboard, Brightspace by D2L, Canvas, Moodle, and more) but does require a different ISBN for access codes. Please work with your Cengage Learning Consultant to ensure the proper course set up and ordering information. For additional information, please visit the LMS Integration site.

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Renowned for its student-friendly writing style and fresh perspective, John McMurry's ORGANIC CHEMISTRY WITH BIOLOGICAL APPLICATIONS provides full coverage of the foundations of organic chemistry -- enhanced by biological examples throughout. In addition, McMurry discusses the organic chemistry behind biological pathways. The third edition is updated with new problems, illustrations, and essays. Available digital options include the MindTap® Reader and OWLv2, the leading online homework and learning system for chemistry.

John E. McMurry, Cornell University

John E. McMurry received his B.A. from Harvard University and his Ph.D. at Columbia University. He is a Fellow of the American Association for the Advancement of Science, and an Alfred P. Sloan Research Foundation Fellow. He has received several awards, which include the National Institutes of Health Career Development Award, the Alexander von Humboldt Senior Scientist Award, and the Max Planck Research Award. In addition to ORGANIC CHEMISTRY, he is also the author or coauthor of ORGANIC CHEMISTRY: A BIOLOGICAL APPROACH, FUNDAMENTALS OF ORGANIC CHEMISTRY, THE ORGANIC CHEMISTRY OF BIOLOGICAL PATHWAYS.

Created by teaching chemists, OWLv2 is a powerful online learning system for chemistry with a unique Mastery Learning approach, which allows students to practice at their own pace, receive meaningful feedback and access a variety of learning resources to help them master chemistry and achieve better grades.

  • VERTICAL FORMAT FOR CHEMICAL AND BIOCHEMICAL REACTION MECHANISMS. Mechanisms are printed with action steps vertically, alongside annotations for each step next, so students can see what is occurring at each step in a reaction without having to jump back and forth between the text and structures.
  • VISUALIZATION OF BIOLOGICAL REACTIONS. McMurry "ghosts" the non-reacting parts of biological reactions to focus student attention on the reacting parts in large molecules, so they can more easily visualize changes that occur during reactions of large biomolecules.
  • "WHY THIS CHAPTER?" INTRODUCTIONS. A brief paragraph in each chapter introduction tells students why the material about to be covered is important and explains how the organic chemistry in each chapter relates to biological chemistry.
  • WORKED EXAMPLES. The worked examples in each chapter are titled to give students a frame of reference and each includes a strategy and worked-out solution, followed by problems for students to try on their own.
  • PREVIEW OF CARBONYL CHEMISTRY. Following Chapter 13, there is an interchapter that highlights the idea that studying organic chemistry works by both summarizing past ideas and looking ahead to new ones.
  • SOMETHING EXTRA boxes. McMurry's chapter-ending boxes relate real-world concepts to chemistry through essays.
  • HELPFUL LEARNING AIDS. End-of-chapter summaries and key words help students focus on the key concepts in a chapter. Reaction Summaries bring together the key reactions from that chapter into one complete list.
  • Improve student learning outcomes with OWLv2, the #1 online homework and learning system for chemistry, now with new features and enhanced functionality! Developed by chemistry instructors, OWLv2's reporting and grade book features simplify homework management and track student progress. OWLv2 addresses different student learning styles through tutorials, visualization exercises, and algorithmically generated homework questions with instant answer-specific feedback. With OWLv2's mastery learning approach, students work at their own pace until they understand each concept/skill. OWL includes MindTap Reader™, an iPad-compatible multimedia eBook. Gen Chemistry, GOB, and Liberal Arts courses include Quick Prep modules to help students learn essential skills.
  • EARLIER COVERAGE OF STEREOCHEMISTRY AND SPECTROSCOPY. Chirality and stereochemistry at tetrahedral centers, a topic crucial to understanding biological chemistry, appears early in Chapter 5.
  • ENHANCED PROBLEMS. To enhance problem-solving and visualization skills, McMurry uses many multi-step problems and reduces the number of drill-type problems.

Organic Chemistry: With Biological Applications, Hybrid Edition


1. Structure and Bonding.
2. Polar Covalent Bonds; Acids and Bases.
3. Organic Compounds: Alkanes and Their Stereochemistry.
4. Organic Compounds: Cycloalkanes and Their Stereochemistry.
5. Stereochemistry at Tetrahedral Centers.
6. An Overview of Organic Reactions.
7. Alkenes and Alkynes.
8. Reactions of Alkenes and Alkynes.
9. Aromatic Compounds.
10. Structure Determination: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet Spectroscopy.
11. Structure Determination: Nuclear Magnetic Resonance Spectroscopy.
12. Organohalides: Nucleophilic Substitutions and Eliminations.
13. Alcohols, Phenols, and Thiols; Ethers and Sulfides: A Preview of Carbonyl Chemistry
14. Aldehydes and Ketones: Nucleophilic Addition Reactions.
15. Carboxylic Acids and Nitriles.
16. Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions.
17. Carbonyl Alpha-Substitution and Condensation Reactions.
18. Amines and Heterocycles.
19. Biomolecules: Amino Acids, Peptides, and Proteins.
20. Amino Acid Metabolism.
21. Biomolecules: Carbohydrates.
22. Carbohydrate Metabolism.
23. Biomolecules: Lipids and Their Metabolism.
24. Biomolecules: Nucleic Acids and Their Metabolism.
e25. Secondary Metabolites: An Introduction to Natural Products Chemistry.
e26. Orbitals and Organic Chemistry: Pericyclic Reactions.
e27. Synthetic Polymers.

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.


Online PowerLecture with Cognero and JoinIn™ Student Response System

ISBN: 9781305087989
Search for this text at and choose Instructor Companion Site to access these digital resources for this text: 1) PowerPoint® lecture slides by Richard Morrison of the University of Georgia, Athens; 2) Image libraries for figures, photographs, and numbered tables; 3) Sample chapters from the Student Solutions Manual and Study Guide. 4) List of end-of-chapter questions that you can assign in OWLv2; 5) Cognero® online testing software with questions by Scott Lefler, Arizona State University 5) "Clicker" content for use with the classroom response system of your choice; 6) Chemistry Multimedia Library of lecture-ready animations, simulations, and movies.

Study Guide with Solutions Manual

ISBN: 9781305087972
Written by Susan McMurry, the Study Guide and Solutions Manual provide answers and explanations to all in-text and end-of-chapter exercises, and include supplemental information via appendices. This print text doubles as an Instructor Solutions Manual. Three preview chapters are provided on the companion site.


Study Guide with Solutions Manual

ISBN: 9781305087972
This Study Guide and Solutions Manual provide answers and explanations to all in-text and end-of-chapter exercises and include supplemental information to help enrich your chemistry experience.

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