Organic Chemistry, Global Edition, 8th edition

Published by Pearson (June 20, 2016) © 2016

  • Paula Yurkanis Bruice University of California, Santa Barbara
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For courses in Organic Chemistry (2-Semester)

A framework for organic chemistry built around the similarities in reaction types

Paula Bruice’s presentation in Organic Chemistry, Eighth Edition provides mixed-science majors with the conceptual foundations, chemical logic, and problem-solving skills they need to reason their way to solutions for diverse problems in synthetic organic chemistry, biochemistry, and medicine. The Eighth Edition builds a strong framework for thinking about organic chemistry by unifying principles of reactivity that students will apply throughout the course, discouraging memorization. With more applications than any other textbook, Dr. Bruice consistently relates structure and reactivity to what occurs in our own cells and reinforces the fundamental reason for all chemical reactions–electrophiles react with nucleophiles. New streamlined coverage of substitution and elimination, updated problem-solving strategies, synthesis skill-building applications and tutorials guide students throughout fundamental and complex content in both the first and second semesters of the course.

MasteringChemistryTM is not included. Students, if MasteringChemistry is a recommended/mandatory component of the course, please ask your instructor for the correct ISBN. MasteringChemistry should only be purchased when required by an instructor. Instructors, contact your Pearson representative for more information.

MasteringChemistry an online homework, tutorial, and assessment program designed to work with this text to engage students and improve results. Interactive, self-paced tutorials provide individualized coaching to help students stay on track. With a wide range of activities available, students can actively learn, understand, and retain even the most difficult concepts.

A modern, streamlined organisation emphasises unifying principles of reactivity, offering an economy of presentation and discouraging memorisation

  • The text consistently highlights the fundamental reason for all chemical reactions – electrophiles combine with nucleophiles — in order to keep students focused on the key ideas.
  • Students are introduced to synthetic and retrosynthetic chemistry early on, allowing them to grasp multistep synthesis from the beginning.

The textbook bridges the gap between organic chemistry and biochemistry

Because bioorganic chemistry is the bridge between organic chemistry and biochemistry, the text emphasises that the organic reactions that chemists carry out in the laboratory are similar to those performed by nature inside a cell. These connections are especially important to biological science majors.

  • In Chapters 1-20, the bioorganic material is presented as “interest boxes” and within the last sections of the chapters so that this material is available to the student without requiring the instructor to introduce bioorganic topics into the course.
  • Chapters 21—26 focus on the organic chemistry of living systems. These chapters have the unique distinction of containing more chemistry than is typically found in the corresponding parts of a biochemistry text.
    • Chapter 21 Amino Acids, Peptides, And Proteins
    • Chapter 22 Catalysis In Organic Reactions And In Enzymatic
    • Chapter 23 The Organic Mechanisms Of The Coenzymes, Compounds Derived From Vitamins
    • Chapter 24 The Organic Chemistry Of The Metabolic Pathways
    • Chapter 25 The Organic Chemistry Of Lipids
    • Chapter 26 The Chemistry Of The Nucleic Acids

NEW! Improved visuals and organisation engage students with difficult subject matter, organises the chapter content and improves ease of use:

  • NEW! Expanded annotations reinforce the revised art program and help keep students focused on the most important material.
  • NEW! Numerous subheads are part of a redesigned text that enhances ease of use and gives the text a modern look and feel. Subheads help students locate important topics, show how that content develops within the section, and break the presentation into “bite-sized” portions that are easier to comprehend and connect.

Strengthened emphasis on the strategies needed to solve problems and master the content

  • Passages explaining important problem-solving strategies — content the student must learn — are clearly labeled with a LEARN THE STRATEGY label. Follow-up problems that require students to apply the just learned strategy are labeled with a USE THE STRATEGY label. These labels, which are implemented throughout the entire text, allow students to easily find important content and practice its use.

NEW and UPDATED! New and restructured features give students additional conceptual and skill building support

  • UPDATED! Tutorial spreads and Design a Synthesis sections explicitly highlight essential skills.
  • NEW! Marginal notes highlighting relative reactivity and the Organising What We Know feature now align with each other to better relate skill building to conceptual understanding.
  • Newly highlighted Problem-Solving Strategies guide students on how to approach various problems and help to develop critical thinking skills.

About the Book

The textbook bridges the gap between organic chemistry and biochemistry

Because bioorganic chemistry is the bridge between organic chemistry and biochemistry, the text emphasizes that the organic reactions that chemists carry out in the laboratory are similar to those performed by nature inside a cell. These connections are especially important to biological science majors.

  • In Chapters 1-20, the bioorganic material is presented as “interest boxes” and within the last sections of the chapters so that this material is available to the student without requiring the instructor to introduce bioorganic topics into the course.
  • Chapters 21—26 focus on the organic chemistry of living systems. These chapters have the unique distinction of containing more chemistry than is typically found in the corresponding parts of a biochemistry text.
    • Chapter 21 Amino Acids, Peptides, And Proteins
    • Chapter 22 Catalysis In Organic Reactions And In Enzymatic
    • Chapter 23 The Organic Mechanisms Of The Coenzymes, Compounds Derived From Vitamins
    • Chapter 24 The Organic Chemistry Of The Metabolic Pathways
    • Chapter 25 The Organic Chemistry Of Lipids
    • Chapter 26 The Chemistry Of The Nucleic Acids

UPDATED! Revised, accuracy-checked text provides increased exam relevancy

  • To better prepare students for the MCAT exam, MCAT learning outcomes and MCAT-style questions have been added to the Student’s Study Guide and Solutions Manual, as well as MasteringChemistry.
  • Contributing author Richard Morrison, University of Georgia, has reviewed and honed the problem solving presentations, end of chapter problems, and the solutions manual.

NEW! Improved visuals and organization engage students with difficult subject matter, organizes the chapter content and improves ease of use:

  • Expanded annotations reinforce the revised art program and help keep students focused on the most important material.
  • Numerous subheads are part of a redesigned text that enhances ease of use and gives the text a modern look and feel. Subheads help students locate important topics, show how that content develops within the section, and break the presentation into “bite-sized” portions that are easier to comprehend and connect.

Strengthened emphasis on the strategies needed to solve problems and master the content

  • Passages explaining important problem-solving strategies — content the student must learn — are clearly labeled with a LEARN THE STRATEGY label. Follow-up problems that require students to apply the just learned strategy are labeled with a USE THE STRATEGY label. These labels, which are implemented throughout the entire text, allow students to easily find important content and practice its use.

NEW and UPDATED! New and restructured features give students additional conceptual and skill building support

  • UPDATED! Tutorial spreads and Design a Synthesis sections explicitly highlight essential skills.
  • NEW! Marginal notes highlighting relative reactivity and the Organizing What We Know feature now align with each other to better relate skill building to conceptual understanding.
  • Newly highlighted Problem-Solving Strategies guide students on how to approach various problems and help to develop critical thinking skills. See more at: http://www.pearsonhighered.com/educator/product/Organic-Chemistry-Plus-MasteringChemistry-with-eText-Access-Card-Package/9780321803078.page#sthash.8kPWNcIB.dpuf </li
  • PART ONE: An Introduction to the Study of Organic Chemistry
  • 1. Remembering General Chemistry: Electronic Structure and Bonding
  • 2. Acids and Bases: Central to Understanding Organic Chemistry
  • TUTORIAL: Acids and Bases
  • 3. An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Structure
  • PART TWO: Electrophilic Addition Reactions, Stereochemistry, and Electron Delocalization
  • TUTORIAL: Using Molecular Models
  • 4. Isomers: The Arrangement of Atoms in Space
  • TUTORIAL: Interconverting Structural Representations
  • 5. Alkenes: Structure, Nomenclature, and an Introduction to Reactivity • Thermodynamics and Kinetics
  • TUTORIAL: Drawing Curved Arrows
  • 6. The Reactions of Alkenes • The Stereochemistry of Addition Reactions
  • 7. The Reactions of Alkynes • An Introduction to Multistep Synthesis
  • 8. Delocalized Electrons: Their Effect on Stability, pKa, and the Products of a Reaction • Aromaticity and Electronic Effects: An Introduction the Reactions of Benzene
  • TUTORIAL: Drawing Resonance Contributors
  • PART THREE: Substitution and Elimination Reactions
  • 9. Substitution and Elimination Reactions of Alkyl Halides
  • 10. Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds
  • 11. Organometallic Compounds
  • 12. Radicals
  • TUTORIAL: Drawing Curved Arrows in Radical Systems
  • PART FOUR: Identification of Organic Compounds
  • 13. Mass Spectrometry; Infrared Spectroscopy; and UV/Vis Spectroscopy
  • 14. NMR Spectroscopy
  • PART FIVE: Carbonyl Compounds
  • 15. Reactions of Carboxylic Acids and Carboxylic Acid Derivatives
  • 16. Reactions of Aldehydes and Ketones • More Reactions of Carboxylic Acid Derivatives
  • 17. Reactions at the α-Carbon
  • TUTORIAL: Synthesis and Retrosynthetic Analysis
  • PART SIX: Aromatic Compounds
  • 18. Reactions of Benzene And Substituted Benzenes
  • 19. More About Amines • Reactions of Heterocyclic Compounds
  • PART SEVEN: Bioorganic Compounds
  • 20. The Organic Chemistry Of Carbohydrates
  • 21. Amino Acids, Peptides, and Proteins
  • 22. Catalysis in Organic Reactions and in Enzymatic Reactions
  • 23. The Organic Chemistry of the Coenzymes, Compounds Derived from Vitamins
  • 24. The Organic Chemistry of the Metabolic Pathways
  • 25.  The Organic Chemistry of Lipids
  • 26. The Chemistry of the Nucleic Acids
  • PART EIGHT: Special Topics in Organic Chemistry
  • 27. Synthetic Polymers
  • 28. Pericyclic Reactions
  • Appendix I  – pKa Values
  • Appendix II  – Kinetics
  • Appendix III  – Summary of Methods Used to Synthesize a Particular Functional Group
  • Appendix IV  – Summary of Methods Employed to Form Carbon-Carbon Bonds
  • Appendix V   – Spectroscopy Tables
  • Appendix VI  – Physical Properties of Organic Compounds
  • Appendix VII – Answers to Selected Problems

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