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Book Details

  • Hardcover
  • February 2014
  • ISBN 978-0-393-91904-2
  • 9 × 11.2 in / 1308 pages
  • Territory Rights: Worldwide

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Organic Chemistry

Principles and Mechanisms

Hardcover

with Ebook and SmartWork Registration Card

Joel Karty (Author, Elon University)

 

Understanding over memorization.

Joel Karty has dedicated nearly a decade developing a teaching approach and textbook that is organized by mechanism, promotes learning by doing, and provides students with the background and support they need to be successful in organic chemistry as well as pre-professional placement exams like the MCAT. Karty’s organization, conversational writing style, and interactive pedagogy facilitate understanding rather than memorization and place the emphasis back on mechanisms.

More than emphasizing mechanisms

By organizing his book by mechanism, rather than just emphasizing mechanisms, Joel Karty has solved the problem of memorization. Karty’s approach allows students to focus more on reaction mechanisms within each chapter because, once students are introduced to a particular reaction type, they get to apply those mechanisms across various functional groups. As students begin to see the mechanistic patterns that unfold in one chapter, they will develop a better toolbox of mechanisms to draw upon in subsequent chapters. Students will therefore be better able to predict what will happen and why.  

Provides a review of general chemistry topics

For students to succeed in Organic Chemistry, they need a solid foundation in General Chemistry.  Chapters 1-6 provide extended coverage of the topics students will need to understand--such as acids/bases and structure.  Instructors can cover as much or as little as they want, knowing that students have the book as a reference. 

An efficient and effective way to learn and study nomenclature

Nomenclature is presented in four separate units, interspersed between chapters in the first half of the book. These units are self-contained so instructors can choose to cover them when they want or ask students to be responsible for these separate chapters on their own. Separating this material also makes assigning it easier for instructors and studying nomenclature easier for students. 

Connections to biochemistry and contemporary topics

The organic chemistry that students learn is applied toward biomolecules—proteins, carbohydrates, saccharides, and lipids—in optional, self-contained sections at the ends of most chapters, beginning with Chapter 1. These sections provide reinforcement concepts encountered earlier in the chapter. In addition, each chapter has one or two applications boxes to show how the concepts in the chapter apply to their lives and future careers. 

Prepares pre-professional students for standardized exams

Students who are more competent with mechanisms will be better poised for standardized exams like the MCAT. Some questions on these exams include passages that have students evaluate mechanisms. On other questions, all the answer choices were written to look correct to those who don’t understand the material. Moreover, the content of the Organic Chemistry of Biomolecules sections align well with the expectations of the MCAT2015 exam. 

Features that facilitate active learning

Approximately 15 active-learning exercises, called Your Turns, are integrated in each chapter, encouraging students to interact with the text. In addition to getting students to work while they read, these exercises also serve as “reality checks” which indicate whether or not the student understands what they just read. Each chapter has an average of seven worked problems–each broken down into two steps (Think/Solve) that train students to ask the right questions before they approach a problem. 

SmartWork online homework gives students the practice they need, with the types of questions instructors want to assign

Created by chemistry educators, SmartWork is the most intuitive online tutorial and homework system available for organic chemistry. A powerful engine supports and grades an unparalleled range of questions written for Karty’s text including numerous arrow-pushing problems. Every problem in SmartWork has hints and answer-specific feedback to coach students and provide the help they need, when they need it. Problems in SmartWork link directly to the appropriate page in the electronic version of Karty’s text so students have an instant reference and are prompted to read. 

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Support for instructors who want to organize their course by mechanism

Each chapter in the Instructor's Guide begins with a brief overview of the chapter, followed by a section-by-section overview that includes information on differences between the mechanistic and a functional group organization. It includes suggestions on how to present difficult concepts to students, and documents information about the author’s (and his students') experiences with the material. Joel Karty’s blog gives clear explanations as to why he wrote the book and why he feels it has a better approach. The blog also demonstrates how to tackle some of the biggest challenges in teaching organic chemistry. In addition, posts by Stephen Pruett, author of the Instructor Guide, and other guest bloggers give a user’s view of the approach.  

    Chapter 1: Atomic and Molecular Structure

    Nomenclature 1: Introduction. The Basic System for Naming Simple Organic Compounds: Alkanes, Cycloalkanes, Haloalkanes, Nitroalkanes, and Ethers

    Chapter 2: Three-Dimensional Geometry, Intermolecular Interactions, and Physical Properties

    Chapter 3: Orbital Interactions 1: Hybridization and Two-Center Molecular Orbitals

    Nomenclature 2: Naming Alkenes, Alkynes, and Benzene Derivatives

    Chapter 4: Isomerism 1: Conformational and Constitutional Isomers

    Chapter 5: Isomerism 2: Chirality, Enantiomers, and Diastereomers

    Nomenclature 3: Considerations of Stereochemistry: Z and E Configurtations about Double Bonds, R and S Configurations about Stereocenters

    Chapter 6: The Proton Transfer Reaction: An Introduction to Mechanisms, Thermodynamics, and Charge Stability

    Chapter 7: An Overview of the Most Common Elementary Steps

    Interchapter 1: Molecular Orbital Theory and Chemical Reactions

    Nomenclature 4: Naming Compounds with Common Functional Groups: Alcohols, Amines, Ketones, Aldehydes, Carboxylic Acids, Acid Halides, Acid Anhydrides, Nitriles, and Esters

    Chapter 8: An Introduction to Multistep Mechanisms: SN1 and E1 reactions

    Chapter 9: Nucleophilic Substitution and Elimination Reactions 1: Competition among SN2, SN1, E2, and E1 reactions

    Chapter 10: Nucleophilic Substitution and Elimination Reactions 2: Reactions That Are Useful for Synthesis

    Chapter 11: Electrophilic Addition to Nonpolar π Bonds 1: Addition of a Brønsted Acid

    Chapter 12: Electrophilic Addition to Nonpolar π Bonds 2: Reactions Involving Cyclic Transition States

    Chapter 13: Organic Synthesis 1: Beginning Concepts

    Chapter 14: Orbital Interactions 2: Extended π Systems, Conjugation, and Aromaticity

    Chapter 15: Structure Determination 1: Ultraviolet-Visible and Infrared Spectroscopies

    Chapter 16: Structure Determination 2: Nuclear Magnetic Resonance Spectroscopy and Mass Spectroscopy

    Chapter 17: Nucleophilic Addition to Polar π Bonds 1: Addition of Strong Nucleophiles

    Chapter 18: Nucleophilic Addition to Polar π Bonds 2: Addition of Weak Nucleophiles and Acid and Base Catalysis

    Chapter 19: Organic Synthesis 2: Intermediate Topics of Synthesis Design; Useful Reduction and Oxidation Reactions

    Chapter 20
    : Nucleophilic Addition-Elimination Reactions 1: The General Mechanism Involving Strong Nucleophiles

    Chapter 21: Nucleophilic Addition-Elimination Reactions 2: Weak Nucleophiles

    Chapter 22
    : Electrophilic Aromatic Substitution 1: Substitution on Benzene; Useful Accompanying Reactions

    Chapter 23: Electrophilic Aromatic Substitution 2: Substitution Involving Mono- and Disubstituted Benzene and Other Aromatic Rings

    Chapter 24: The Diels-Alder Reaction and Other Pericyclic Reactions

    Chapter 25: Reactions Involving Free Radicals

    Interchapter 2: Fragmentation Pathways in Mass Spectrometry

    Chapter 26: Polymers

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