PREFACE accompany our text. We call it Learning By Modelin Two new boxed essays, "How Sweet It Is! "in It and Organic Chemistry truly complement each other. hapter 25, and"Good Cholesterol? Bad Choles Many of the problems in Organic Chemistry have been terol? What's the Difference? "in Chapter 26 written expressly for the model-building software Spar cover topics of current interest from an organic tan Build that forms one part of Learning By Modeling chemists perspective Another tool, Spartan View, lets students inspect more than 250 already constructed models and animations The already-numerous examples of enzyme catalyzed organic reactions were supplemented by ranging in size from hydrogen to carboxypeptidase adding biological Baeyer-Villiger oxidations and We were careful to incorporate Spartan so it would fumaric acid dehydrogenation be a true amplifier of the textbook, not just as a stand alone tool that students might or might not use, depend- Chapters 25-27 have benefited substantially from ng on the involvement of their instructor. Thus, the the Spartan connection. We replaced many of the artist- content of the CD provides visual, three-dimensional rendered structural drawings of complex biomolecules reinforcement of the concepts covered on the printe from earlier editions with accurate models generated page. The Spartan View icon O invites students to view from imported crystallographic data. These include a molecule or animation as they are reading the text. maltose, cellobiose, and cellulose in Chapter 25 Opportunities to use Spartan Build are similarly correlated to the text with an icon 2 directing students triacylglycerols in Chapter 26 to further explore a concept or solve a modeling-based alanylglycine, leucine enkephalin, a pleated B- problem with the software sheet, an a-helix, carboxypeptidase, myoglobin, In addition to its role as the electronic backbone DNA, and phenylalanine tRNA in Chapter 27 of the CD component and the integrated learnin All of these are included on Learning By Model- approach, the Spartan software makes a visible impact ing, where you can view them as wire, ball-and-spoke on the printed pages of this edition. I used Spartan or tube, or space-filling models while rotating them in three my own computer to create many of the figures, pro- dimensions viding students with numerous visual explorations of the Both the text and Learning by modeling include oncepts of charge distribution other structures of biological interest including BIOLOGICAL APPLICATIONS AND THEIR electrostatic potential maps of the 20 common INTEGRATION amino acids showing just how different the vari- Comprehensive coverage of the important classes of bio- ous side chains are( Chapter 27) molecules(carbohydrates, lipids, amino acids, peptides proteins, and nucleic acids) appears in Chapters 25-27. SPECTROSCOPY But biological applications are such an important part of organ hemistry that they deserve more attention Because it offers an integrated treatment of nuclear mag- throughout the course. We were especially alert to oppor- netic resonance(NMR), infrared (IR), and ultraviolet tunities to introduce more biologically oriented material visible (Uv-vIS) spectroscopy, and mass spectrometry to complement that which had already grown signifi- (MS), Chapter 13 is the longest in the text. It is also the cantly since the first edition. Some specific examples chapter that received the most attention in this edition All of the sections dealing with NMR were extensively The new boxed essay"Methane and the Bio- rewritten, all of the NMR spectra were newly recorded sphere"in Chapter 2 combines elements of on a high-field instrument, and all of the text figures organic chemistry, biology, and environmental sci- were produced directly from the electronic data files ence to tell the story of where methane comes Likewise, the IR and UV-VIs sections of Chapter from and where it goes 13 were revised and all of the IR spectra were recorded A new boxed essay,"An Enzyme-Catalyzed especially for this text. Nucleophilic Substitution of an Alkyl Halide, in After being first presented in Chapter 13, spec Chapter 8 makes a direct and simple connection troscopy is then integrated into the topics that follow it between SN2 reactions and biochemistry. The functional-group chapters, 15, 16, 17, Forward Main Menu TOC Study Guide Toc Student OLCMHHE WebsitePREFACE xxvii accompany our text. We call it Learning By Modeling. It and Organic Chemistry truly complement each other. Many of the problems in Organic Chemistry have been written expressly for the model-building software Spar￾tanBuild that forms one part of Learning By Modeling. Another tool, SpartanView, lets students inspect more than 250 already constructed models and animations, ranging in size from hydrogen to carboxypeptidase. We were careful to incorporate Spartan so it would be a true amplifier of the textbook, not just as a stand￾alone tool that students might or might not use, depend￾ing on the involvement of their instructor. Thus, the content of the CD provides visual, three-dimensional reinforcement of the concepts covered on the printed page. The SpartanView icon invites students to view a molecule or animation as they are reading the text. Opportunities to use SpartanBuild are similarly correlated to the text with an icon directing students to further explore a concept or solve a modeling-based problem with the software. In addition to its role as the electronic backbone of the CD component and the integrated learning approach, the Spartan software makes a visible impact on the printed pages of this edition. I used Spartan on my own computer to create many of the figures, pro￾viding students with numerous visual explorations of the concepts of charge distribution. BIOLOGICAL APPLICATIONS AND THEIR INTEGRATION Comprehensive coverage of the important classes of bio￾molecules (carbohydrates, lipids, amino acids, peptides, proteins, and nucleic acids) appears in Chapters 25–27. But biological applications are such an important part of organic chemistry that they deserve more attention throughout the course. We were especially alert to oppor￾tunities to introduce more biologically oriented material to complement that which had already grown signifi- cantly since the first edition. Some specific examples: • The new boxed essay “Methane and the Bio￾sphere” in Chapter 2 combines elements of organic chemistry, biology, and environmental sci￾ence to tell the story of where methane comes from and where it goes. • A new boxed essay, “An Enzyme-Catalyzed Nucleophilic Substitution of an Alkyl Halide,” in Chapter 8 makes a direct and simple connection between SN2 reactions and biochemistry. • Two new boxed essays, “How Sweet It Is!” in Chapter 25, and “Good Cholesterol? Bad Choles￾terol? What’s the Difference?” in Chapter 26, cover topics of current interest from an organic chemist’s perspective. • The already-numerous examples of enzyme￾catalyzed organic reactions were supplemented by adding biological Baeyer-Villiger oxidations and fumaric acid dehydrogenation. Chapters 25–27 have benefited substantially from the Spartan connection. We replaced many of the artist￾rendered structural drawings of complex biomolecules from earlier editions with accurate models generated from imported crystallographic data. These include: • maltose, cellobiose, and cellulose in Chapter 25 • triacylglycerols in Chapter 26 • alanylglycine, leucine enkephalin, a pleated - sheet, an -helix, carboxypeptidase, myoglobin, DNA, and phenylalanine tRNA in Chapter 27 All of these are included on Learning By Model￾ing, where you can view them as wire, ball-and-spoke, tube, or space-filling models while rotating them in three dimensions. Both the text and Learning By Modeling include other structures of biological interest including: • a space-filling model of a micelle (Chapter 19) • electrostatic potential maps of the 20 common amino acids showing just how different the vari￾ous side chains are (Chapter 27) SPECTROSCOPY Because it offers an integrated treatment of nuclear mag￾netic resonance (NMR), infrared (IR), and ultraviolet￾visible (UV-VIS) spectroscopy, and mass spectrometry (MS), Chapter 13 is the longest in the text. It is also the chapter that received the most attention in this edition. All of the sections dealing with NMR were extensively rewritten, all of the NMR spectra were newly recorded on a high-field instrument, and all of the text figures were produced directly from the electronic data files. Likewise, the IR and UV-VIS sections of Chapter 13 were revised and all of the IR spectra were recorded especially for this text. After being first presented in Chapter 13, spec￾troscopy is then integrated into the topics that follow it. The functional-group chapters, 15, 16, 17, 19, 20, 22,