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Organic Chemistry
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Student Edition
Instructor Edition
Organic Chemistry, 5/e

Francis Carey, University of Virginia, Charlottesville

ISBN: 0072424583
Copyright year: 2003

Preface



Preface

From the first edition through this, its fifth, Organic Chemistry has been designed to meet the needs of the “mainstream,” two-semester undergraduate organic chemistry course. From the beginning and with each new edition, we have remained grounded in some fundamental notions. These include important issues concerning the intended audience. Is the topic appropriate for them with respect to their interests, aspirations, and experience? Just as important is the need to present an accurate picture of the present state of organic chemistry. How do we know what we know? What makes organic chemistry worth knowing? Where are we now? Where are we headed?

The central message of chemistry is that the properties of a substance come from its structure. What is less obvious, but very powerful, is the corollary. Someone with training in chemistry can look at the structure of a substance and tell you a lot about its properties. Organic chemistry has always been, and continues to be, the branch of chemistry that best connects structure with properties. Our objective has been to emphasize the connection between structure and properties, using the tools best suited to make that connection.

One tool is organizational. The time-honored functional group approach focuses attention on the structural units within a molecule that are most closely identified with its properties. The text is organized according to functional groups, but emphasizes mechanisms and encourages students to see similarities in mechanisms among different functional groups. (See Section 4.9 on page 159.)

Another tool relates to presentation. We decided to emphasize molecular modeling in the third edition, expanded its usefulness by adding Spartan electrostatic potential maps in the fourth, and continue this trend in the fifth. Molecular models, and the software to make their own models, not only make organic chemistry more accessible to students who are “visual learners,” they enrich the educational experience for all. (See Figure 6.4 on page 236.)

What’s NEW for the Fifth Edition?

Organization Key changes appear at the beginning and at the end. The changes in Chapter 1 are major and send ripples through the book. Chapter 28 is new.

  • NEW! Chapter 1 has been retitled Structure Determines Properties to better reflect its purpose and rewritten to feature a detailed treatment of acids and bases. Rather than a review of what students learned about acids and bases in general chemistry, Sections 1.12-1.17 discuss acids and bases from an organic chemistry perspective.

  • To accommodate the new material on acids and bases in Chapter 1, the orbital hybridization model of bonding in organic compounds has been rewritten and placed in Chapter 2. In keeping with its expanded role, Chapter 2 in now titled Hydrocarbon Frameworks: Alkanes.

  • Chapter 13 Spectroscopy has been supplemented by an expanded discussion of 1H and 13C chemical shifts and a new section on 2D NMR. A NEW box, Spectra By The Thousands, points the way to websites that feature libraries of spectra and spectroscopic problems of every range of difficulty.

  • Chapter 27 has been shortened by removing material related to nucleic acids and its title is changed to Amino Acids, Peptides, and Proteins.

  • NEW! Chapter 28 Nucleosides, Nucleotides, and Nucleic Acids is new. Its presence testifies to the importance of these topics and the explosive growth of our knowledge of the molecular basis of genetics.

    Pedagogy
  • NEW! The continuing positive response to the generous use of tables in Organic Chemistry, has encouraged us to create new ones. The new tables are:

    Table 1.6 VSEPR and Molecular Geometry
    Table 1.7 Dissociation Constants (pKa) of Acids
    Table 2.5 Oxidation Numbers In Compounds With More Than One Carbon
    Table 28.2 The Major Nucleosides in DNA and/or RNA

  • NEW! The number of boxed essays has been increased to 39 with the addition of:

    Electrostatic Potential Maps
    Curved Arrows
    Ring Currents—Aromatic and Antiaromatic
    Spectra By The Thousands
    Nonsteroidal Anti-Inflammatory Drugs (NSAIDs) And COX-2 Inhibitors
    Oh NO! It's Inorganic!
    "It has not escaped our notice…"
    RNA World

  • The Learning By Modeling CD developed by Wavefunction, Inc. in connection with the fourth edition of this text accompanies the fifth as well. We were careful to incorporate Spartan so it would be a true amplifier of the textbook—from the author creating the Spartan images used in the text to directing the student to icons in the text that identify opportunities to build models of their own or to examine those in a collection of more than 250 already prepared ones.

  • A number of NEW end-of-chapter problems have been added.

    Art Program
  • Instead of limiting molecular models to figures, “bonus” models have been integrated into the body of the text in places where they reveal key features more clearly than words or structural formulas alone can. (See page 196.)

  • NEW! Attention is paid to the nodal properties of orbitals throughout the text in order to foster an appreciation for this important aspect of bonding theory. (See Figure 2.16 on page 90.)

    Media
  • Learning By Modeling for building, examining, and evaluating molecular models specific to organic chemistry.

  • NEW Essential Study Partner (ESP) interactive student tutorial.

  • Improved Online Learning Center website for instructors and students.
  • NEW Mechanism Animations CD-ROM for the instructor.



To obtain an instructor login to the Online Learning Centers, ask your local sales representative. If you're an instructor thinking about adopting this textbook, request a free copy for review.