Organic Chemistry, 8th edition

Published by Pearson (January 5, 2016) © 2017
Paula Yurkanis Bruice

Title overview

For courses in 2-semester organic chemistry.

Understand and Apply the Foundations of Organic Chemistry

Organic Chemistry provides the conceptual foundations, chemical logic and problem-solving skills students need to reason their way to solutions for problems in synthetic organic chemistry, biochemistry and medicine. By building an organic chemistry framework, students can understand and apply learning rather than relying on memorization.

The 8th Edition presents streamlined coverage of substitution and elimination, problem-solving strategies, synthesis skill-building applications, and tutorials that guide students.

Hallmark features of this title

  • Synthetic and retrosynthetic chemistry are introduced early, allowing students to grasp multistep synthesis from the beginning.
  • Problem Sets and Reaction Summaries at the end of chapters review key topics and reinforce essential skills.
  • Learn the Strategy labels guide students on how to approach various problems and develop critical-thinking skills.
  • Reactions of Organic Compounds Table organizes the reactions of organic compounds into 4 groups for similar chemical behavior to emphasize key characteristics and to build knowledge of the groups.
  • MCAT learning outcomes and MCAT-style questions in the Student's Study Guide and Solutions Manual help prepare students for the MCAT exam.

New and updated features of this title

  • Marginal notes highlight relative reactivity and the Organizing What We Know feature now align with each other to better relate skill building to conceptual understanding.
  • Expanded annotations reinforce the revised art program and focus students on the most important material.
  • NEW & UPDATED: Applications boxes connect discussions to Medical, Environmental, Biological, Pharmaceutical, Nutritional, Chemical, Industrial, Historical and General applications in relating content to real life and future careers.
  • UPDATED: Tutorial spreads and Design a Synthesis sections explicitly highlight essential skills.

Key features

Features of Pearson eText for the 8th Edition; published 2020

  • NEW: Video assets give students easy access to visual explanations of mechanisms, nomenclature, and reaction summaries through embedded links in Pearson eText.

Table of contents

PART 1: 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 2: 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 3: 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 4: IDENTIFICATION OF ORGANIC COMPOUNDS

  • 13. Mass Spectrometry; Infrared Spectroscopy; and UV/Vis Spectroscopy
  • 14. NMR Spectroscopy

PART 5: 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 6: AROMATIC COMPOUNDS

  • 18. Reactions of Benzene And Substituted Benzenes
  • 19. More About Amines • Reactions of Heterocyclic Compounds

PART 7: 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 8: SPECIAL TOPICS IN ORGANIC CHEMISTRY

  • 27. Synthetic Polymers
  • 28. Pericyclic Reactions

Appendices

  • I. pKa Values
  • II. Kinetics
  • III. Summary of Methods Used to Synthesize a Particular Functional Group
  • IV. Summary of Methods Employed to Form Carbon-Carbon Bonds
  • V. Spectroscopy Tables
  • VI. Physical Properties of Organic Compounds
  • VII. Answers to Selected Problems

Author bios

About our author

After graduating from the Girls' Latin School in Boston, Paula Bruice earned an A.B. from Mount Holyoke College and a Ph.D. in chemistry from the University of Virginia. She then received an NIH postdoctoral fellowship for study in the Department of Biochemistry at the University of Virginia Medical School and held a postdoctoral appointment in the Department of Pharmacology at Yale Medical School. Paula has been a member of the faculty at the University of California, Santa Barbara since 1972, where she has received the Associated Students Teacher of the Year Award, the Academic Senate Distinguished Teaching Award, two Mortar Board Professor of the Year Awards, and the UCSB Alumni Association Teaching Award.

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