The eleventh edition was carefully reviewed with an eye toward strengthening the content available in OWLv2, end-of-chapter questions, and updating the presentation. Nomenclature changes and the adoption of IUPAC periodic table conventions are highlights of the narrative revisions, along with changes to the discussion of d orbitals. In-text examples have been reformatted to facilitate learning, and the accompanying Interactive Examples in OWLv2 have been redesigned to better parallel the problem-solving approach in the narrative. New Capstone Problems have been added to a number of chapters. Important Notice: Media content referenced within the product description or the product text may not be available in the ebook version.
"General Chemistry: Atoms First," Second Edition starts from the building blocks of chemistry, the atom, allowing the authors to tell a cohesive story that progresses logically through molecules and compounds to help students intuitively follow complex concepts more logically. This unified thread of ideas helps students build a better foundation and ultimately gain a deeper understanding of chemical concepts. Students can more easily understand the microscopic-to-macroscopic connections between unobservable atoms and the observable behavior of matter in daily life, and are brought immediately into real chemistryinstead of being forced to memorize facts. Reflecting a true atoms first perspective, the Second Edition features experienced atoms-first authors, incorporates recommendations from a panel of atoms-first experts, and follows historical beliefs in teaching chemistry concepts based and real experimental data first. This approach distinguishes this text in the market based whereby other authors teach theory first, followed by experimental data.
Ein neuer Stern am Lehrbuch-Himmel: Organische Chemie von Clayden, Greeves, Warren - der ideale Begleiter für alle Chemiestudenten. Der Schwerpunkt dieses didaktisch durchdachten, umfassenden vierfarbigen Lehrbuches liegt auf dem Verständnis von Mechanismen, Strukturen und Prozessen, nicht auf dem Lernen von Fakten. Organische Chemie entpuppt sich als dabei als ein kohärentes Ganzes, mit zahlreichen logischen Verbindungen und Konsequenzen sowie einer grundlegenden Struktur und Sprache. Dank der Betonung von Reaktionsmechanismen, Orbitalen und Stereochemie gewinnen die Studierenden ein solides Verständnis der wichtigsten Faktoren, die für alle organisch-chemischen Reaktionen gelten. So lernen sie, auch Reaktionen, die ihnen bisher unbekannt waren, zu interpretieren und ihren Ablauf vorherzusagen. Der direkte, persönliche, studentenfreundliche Schreibstil motiviert die Leser, mehr erfahren zu wollen. Umfangreiche Online-Materialien führen das Lernen über das gedruckte Buch hinaus und vertiefen das Verständnis noch weiter.
Oftmals mangelt es an einem Verständnis der interdisziplinären Natur von Chemie und Biologie. Dies liegt zum Teil daran, dass ein geeignetes Lehrbuch für das Grund- und Hauptstudium fehlt, das die Grundlagen hierfür schafft und als Basis für weitere Diskussionen dienen kann. Ein neues Buch von John McMurry und Tadhg Begley, prominenten Wissenschaftlern auf dem Gebiet der organischen Chemie und der mechanistischen Enzymologie, schließt elegant diese Lücke. Rongson Pongdee und Hung-wen Liu in Chemistry and Biology 2005 Vierfarbig, grundlegend, klar gegliedert, einzigartig - Für wen ist das vierfarbige Lehrbuch geeignet? Für Studenten im Grund- und Hauptstudium aus allen Bereichen der Bioorganischen Chemie und der Biologischen Chemie sowie der Chemischen Biologie und der Biochemie. - Sind Vorkenntnisse erforderlich? Nein, nur Grundkenntnisse in organischer Chemie. - Wie gliedert sich das Buch? Nach den wichtigsten biochemischen Stoffwechselwegen mit ihren Reaktionsmechanismen und der zugrunde liegenden molekularen Logik, nach denen die Natur die Moleküle des Lebens ineinander umwandelt. Die wichtigsten Stoffwechselwege der verschiedenen Hauptklassen von Biomolekülen (Lipide, Kohlenhydrate, Aminosäuren und Nucleotide) werden vorgestellt und Themen wie Ionisierungszustände, Stereochemie, Prochiralität und andere wesentliche Merkmale der Struktur und Reaktivität verständlich erklärt.
The most trusted general chemistry text in Canada is back in a thoroughly revised 11th edition. General Chemistry: Principles and Modern Applications, is the most trusted book on the market recognized for its superior problems, lucid writing, and precision of argument and precise and detailed and treatment of the subject. The 11th edition offers enhanced hallmark features, new innovations and revised discussions that that respond to key market needs for detailed and modern treatment of organic chemistry, embracing the power of visual learning and conquering the challenges of effective problem solving and assessment. Note: You are purchasing a standalone product; MasteringChemistry does not come packaged with this content. Students, if interested in purchasing this title with MasteringChemistry, ask your instructor for the correct package ISBN and Course ID. Instructors, contact your Pearson representative for more information. If you would like to purchase both the physical text and MasteringChemistry, search for: 0134097327 / 9780134097329 General Chemistry: Principles and Modern Applications Plus MasteringChemistry with Pearson eText -- Access Card Package, 11/e Package consists of: 0132931281 / 9780132931281 General Chemistry: Principles and Modern Applications 0133387917 / 9780133387919 Study Card for General Chemistry: Principles and Modern Applications 0133387801 / 9780133387803 MasteringChemistry with Pearson eText -- Valuepack Access Card -- for General Chemistry: Principles and Modern Applications
Wenn es knallt und stinkt, dann ist Chemie im Spiel! "Chemie für Dummies" macht deutlich, dass Chemie nicht nur aus Formeln, sondern vor allem aus unzähligen interessanten Stoffen, Versuchen und Reaktionen besteht. In diesem etwas anderen Chemie-Buch lernen Sie die Grundlagen der Chemie kennen und erfahren, wo sich chemische Phänomene im Alltag bemerkbar machen. John T. Moore macht für Sie so schwer vorstellbare Begriffe wie Atom, Base oder Molekül begreiflich und zeigt, wie man mit dem Periodensystem umgeht. Mit Übungsaufgaben am Ende eines jeden Kapitels können Sie dann noch Ihr Wissen überprüfen.
Die Organische Chemie, die Welt des Kohlenstoffs, ist spannend, vielschichtig und manchmal auch ein wenig schwer zu verstehen. Dieses Buch ist das richtige für Sie, wenn Sie etwas mehr als nur die Grundlagen der Organik verstehen müssen und etwas tiefer in die Materie eindringen wollen. Sie erfahren, was Sie über Alkohole, Ether und Spektroskopie wissen sollten, was aromatische Verbindungen ausmacht, was es mit Carbonylen auf sich hat und vieles mehr. Auch kniffelige Themen wie Organometalle, Amine und Biomoleküle kommen nicht zu kurz. So bietet John T. Moore in diesem Buch einen leicht verständlichen Überblick über die etwas fortgeschrittenere Organische Chemie.
Ob in der Chemie, Physik, Biologie, Medizin, Pharmazie oder den Materialwissenschaften: Die Nanotechnologie ist überall vertreten und gilt als Forschungsfeld der Zukunft. Schon heute verstecken sich in unserem Alltag viele nanotechnologische Anwendungen und ihre Zahl wächst ständig. Dank »Nanotechnologie für Dummies« erfahren Sie, wie Nanomaterialien erforscht und genutzt werden, welche Anwendungen in Zukunft möglich sein könnten und wie sogar die Umwelt von der Nanotechnologie profitieren kann. Die Autoren erläutern dabei alles leicht verständlich und lassen auch mögliche Risiken nicht außen vor. So lernen Sie alles, was Sie über dieses Trendthema wissen sollten.
Mathematik versteht man oder eben nicht. Der eine ist dafür natürlich begabt, dem anderen bleibt dieses Fach für immer ein Rätsel. Stimmt nicht, sagt nun Barbara Oakley und zeigt mit ihrem Buch, dass wirklich jeder ein Gespür für Zahlen hat. Mathematik braucht nämlich nicht nur analytisches Denken, sondern auch den kreativen Geist. Denn noch mehr als um Formeln geht es um die Freiheit, einen der vielen möglichen Lösungsansätze zu finden. Der Weg ist das Ziel. Und wie man zum richtigen Ergebnis kommt, ist eine Kunst, die man entwickeln, entdecken und in sich wecken kann. Die Autorin vermittelt eine Vielfalt an Techniken und Werkzeugen, die das Verständnis von Mathematik und Naturwissenschaft grundlegend verbessern. (K)ein Gespür für Zahlen nimmt Ihnen — vor allem wenn Sie sich in Schule, Uni oder Beruf mathematisch oder naturwissenschaftlich beweisen müssen — nicht nur die Grundangst, sondern stärkt Ihren Mut, Ihren mathematischen Fähigkeiten zu vertrauen. So macht Mathe Spaß!
For courses in General, Organic, and Biological Chemistry (2 - Semester) A Clear, Flexible Approach to Chemistry for the Modern Classroom Active learning, an increased focus on clinical examples, updates based on current teaching and research findings, and digital innovations designed to engage and personalize readers' experience make Fundamentals of General, Organic, and Biological Chemistry simply the best choice for readers with a future in allied health. With the Eighth Edition, the authors make learning chemistry a more active experience through features designed to get readers doing chemistry. Every chapter features Hands on Chemistry sections that deepen readers' understanding of chemistry by having them perform elementary experiments with everyday household items. Group Problemsat the end of every chapter are designed for in-class use and motivate readers to carefully think about higher-level problems, such as how concepts fit together and how to apply these concepts in a clinical application. All of the chapter openers, including many of the Chemistry in Action boxes and end-of-chapter problems, have been rewritten for a stronger clinical focus that provides more relevance to allied health majors. All content has been updated for the modern classroom with special attention to the biochemistry chapters, making the Eighth Edition of Fundamentals of General, Organic and Biological Chemistry the best choice for future allied health readers. This edition is fully integrated with MasteringChemistry to provide an interactive and engaging experience. Media resources include narrated Video Tutor Solutions for every book chapter that present how to work the most challenging problems and feature additional feedback and instruction from contributor Sara Madsen. NEW in MasteringChemistry is the Chemistry Primer, a diagnostic and remediation tool that provides pre-built assignments designed to get readers up to speed on Chemistry and Math skills at the beginning of the course so they come to class prepared to delve more deeply into topics. Also Available with MasteringChemistry(tm) MasteringChemistry is the leading online homework, tutorial, and assessment system, designed to improve results by engaging students before, during, and after class with powerful content. Instructors ensure students arrive ready to learn by assigning educationally effective content before class, and they encourage critical thinking and retention with in-class resources such as Learning Catalytics(tm). Students can further master concepts after class through traditional and adaptive homework assignments that provide hints and answer-specific feedback. The Mastering gradebook records scores for all automatically graded assignments in one place, while diagnostic tools give instructors access to rich data to assess student understanding and misconceptions. Mastering brings learning full circle by continuously adapting to each student and making learning more personal than ever--before, during, and after class. Note: You are purchasing a standalone product; MasteringChemistry does not come packaged with this content. Students, if interested in purchasing this title with MasteringChemistry, ask your instructor for the correct package ISBN and Course ID. Instructors, contact your Pearson representative for more information. If you would like to purchase both the physical text and MasteringChemistry, search for 0134033094 / 9780134033099 Fundamentals of General, Organic, and Biological Chemistry Plus MasteringChemistry with eText -- Access Card Package Package consists of: 0134143337 / 9780134143330 MasteringChemistry with Pearson eText -- ValuePack Access Card -- for Fundamentals of General, Organic, and Biological Chemistry 0134015185 / 9780134015187 Fundamentals of General, Organic, and Biological Chemistry
Die Erfolgsreihe aus den USA - endlich auch auf Deutsch! Emilia LeBlanc traut ihren Augen nicht, als sie nach zehn Jahren zum ersten Mal wieder Baron "Vicious" Spencer gegenübersteht. Vicious, der ihr das Leben einst zur Hölle gemacht hat. Vicious, der nie nett, immer furchtbar zu ihr war. Vicious, der sie ans andere Ende der USA und weg von ihrer Familie getrieben hat. Vicious, der einzige Mann, den sie je geliebt hat. Inzwischen ist er ein erfolgreicher Anwalt und leitet mit seinen drei besten Freunden ein Multi-Milliarden-Dollar-Unternehmen. Emilia, die es kaum schafft, sich und ihre kranke Schwester über die Runden zu bringen, weiß, dass Vicious der letzte Mann ist, den sie jetzt in ihrem Leben gebrauchen kann. Und doch kann sie sich wie damals schon einfach nicht von ihm fernhalten ... Mitreißend, verboten, sexy - die Sinners of Saint werden dein Herz im Sturm erobern! "Ich liebe diese Reihe!" Kylie Scott, Spiegel-Bestseller-Autorin
Der lang erwartete Nachfolger des Klassikers "Grenzorbitale und Reaktionen organischer Verbindungen". Die Molekülorbitalheorie wird einfach, ohne komplizierte mathematische Formeln und mit vielen illustrativen Beispielen erklärt.
Endlich gibt es ein weiterführendes Lehrbuch der Organischen Chemie in deutscher Sprache! Es wird die Studenten auf den Gebieten Reaktionsmechanismen, Stereochemie und insbesondere Organische Synthese bis zum Diplom begleiten, und darüber hinaus ist es ein äußerst nützliches Nachschlagewerk auch für Diplomanden und Doktoranden. Die deutsche Ausgabe wurde gegenüber dem Original nochmals erweitert und aktualisiert. Erste Dozentenstimmen: 'Die erste deutsche Ausgabe des Carey/Sundberg erfüllt alle Erwartungen an ein modernes Lehrbuch der Organischen Chemie.' - 'Es ist zur Zeit das beste Lehrbuch der Organischen Chemie und unentbehrlich für fortgeschrittene Studenten, Diplomanden und Doktoranden.' - 'Endlich! Ich empfehle dieses Buch bereits seit Jahren fortgeschrittenen Studenten.' - 'Es ist bezeichnend, daß es immer besonders motivierte und leistungsstarke Studenten waren, die mich fragten, ob ich ihnen den Carey/Sundberg empfehlen kann. Ich kann es.' - 'Endlich wird es ein ausgewogenes Lehrbuch zur Organischen Chemie für Fortgeschrittene in deutscher Sprache geben. Die Kompetenz der Herausgeber bürgt für hohen Standard.'
Besser Konzepte und Ideen der organischen Chemie verstehen, als eine Vielzahl von Fakten auswendig beherrschen! Diesem Motto bleibt der "Vollhardt/Schore" auch in der neuesten Auflage treu. Das neu gestaltete Layout, beispielhaft gelöste Übungsaufgaben und die deutlich erweiterten Verständnisübungen führen einprägsam an die Methodik zur Lösung organisch-chemischer Probleme heran. So werden nicht nur die stofflichen Grundlagen der organischen Chemie, sondern auch das "Gewusst wie" fast schon spielerisch vermittelt. Nicht nur für Chemiestudenten, auch für Biochemiker, Pharmazeuten, Biologen und Mediziner ist der "Vollhardt/Schore" der fachliche Grundstock für die organische Chemie.
When you see the connections, you'll see the chemistry. Today's students use textbooks differently than in the past; and Chemistry , Sixth Edition is designed to map to the way you seek and process information. This book is known for a smart, precise presentation that blends the quantitative and visual aspects of general chemistry. Features like Remember..., Conceptual Problems, Conceptual Worked Examples, Inquiry and Worked Examples make these critical connections clear and visible, so you'll really see the chemistry the first time. This edition features the exact same content as the traditional text in a convenient, three-hole- punched, loose-leaf version. Books à la Carte also offer a great value--this format costs 35% less than a new textbook. Note: This is the standalone book, if you want the book/access card order the ISBN below: 0321787579 / 9780321787576 Chemistry, Books a la Carte Plus MasteringChemistry -- Access Card Package Package consists of 0321729773 / 9780321729774 MasteringChemistry with Pearson eText -- Valuepack Access Card -- for Chemistry 0321741609 / 9780321741608 Books a la Carte for Chemistry
P R E F A C E xxv PHILOSOPHY From its first edition through this, its fourth, Organic Chemistry has been designed to meet the needs of the “mainstream,” two-semester, undergraduate organic chemistry course. It has evolved as those needs have changed, but its philosophy remains the same. The overarching theme is that organic chemistry is not only an interesting subject, but also a logical one. It is logical because its topics can be connected in a steady progression from simple to complex. Our approach has been to reveal the logic of organic chemistry by being selective in the topics we cover, as well as thorough and patient in developing them. Teaching at all levels is undergoing rapid change, especially in applying powerful tools that exploit the graphics capability of personal computers. Organic chemistry has always been the most graphical of the chemical sciences and is well positioned to benefit significantly from these tools. Consistent with our philosophy, this edition uses computer graphics to enhance the core material, to make it more visual, and more understandable, but in a way that increases neither the amount of material nor its level. ORGANIZATION 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. This text has a strong bias toward structure, and this edition benefits from the availability of versatile new tools to help us understand that structure. The text is organized to flow logically and step by step from structure to properties and back again. As the list of chapter titles reveals, the organization is according to functional groups—structural units within a molecule most responsible for a particular property— because that is the approach that permits most students to grasp the material most readily. Students retain the material best, however, if they understand how organic reactions take place. Thus, reaction mechanisms are stressed early and often, but within a functional group framework. A closer examination of the chapter titles reveals the close link between a functional group class (Chapter 20, Carboxylic Acid Derivatives) and a reaction type (Nucleophilic Acyl Substitution), for example. It is very satisfying to see students who entered the course believing they needed to memorize everything progress to the point of thinking and reasoning mechanistically. Some of the important stages in this approach are as follows: • The first mechanism the students encounter (Chapter 4) describes the conversion of alcohols to alkyl halides. Not only is this a useful functional-group transformation, but its first step proceeds by the simplest mechanism of all—proton transfer. The overall mechanism provides for an early reinforcement of acid-base chemistry and an early introduction to carbocations and nucleophilic substitution. • Chapter 5 continues the chemistry of alcohols and alkyl halides by showing how they can be used to prepare alkenes by elimination reactions. Here, the students see a second example of the formation of carbocation intermediates from alcohols, but in this case, the carbocation travels a different pathway to a different destination. • The alkenes prepared in Chapter 5 are studied again in Chapter 6, this time with an eye toward their own chemical reactivity. What the students learned about carbocations in Chapters 4 and 5 serves them well in understanding the mechanisms of the reactions of alkenes in Chapter 6. • Likewise, the mechanism of nucleophilic addition to the carbonyl group of aldehydes and ketones described in Chapter 17 sets the stage for aldol condensation in Chapter 18, esterification of carboxylic acids in Chapter 19, nucleophilic acyl substitution in Chapter 20, and ester condensation in Chapter 21. xxvi PREFACE THE SPARTAN INTEGRATION The third edition of this text broke new ground with its emphasis on molecular modeling, including the addition of more than 100 exercises of the model-building type. This, the fourth edition, moves to the next level of modeling. Gwendolyn and Alan Shusterman’s 1997 Journal of Chemical Education article “Teaching Chemistry with Electron Density Models” described how models showing the results of molecular orbital calculations, especially electrostatic potential maps, could be used effectively in introductory courses. The software used to create the Shustermans’ models was Spartan, a product of Wavefunction, Inc. In a nutshell, the beauty of electrostatic potential maps is their ability to display the charge distribution in a molecule. At the most fundamental level, the forces that govern structure and properties in organic chemistry are the attractions between opposite charges and the repulsions between like charges. We were therefore optimistic that electrostatic potential maps held great promise for helping students make the connection between structure, especially electronic structure, and properties. Even at an early stage we realized that two main considerations had to guide our efforts. • An integrated approach was required. To be effective, Spartan models and the information they provide must be woven into, not added to, the book’s core. • The level of the coverage had to remain the same. Spartan is versatile. We used the same software package to develop this edition that is used in research laboratories worldwide. It was essential that we limit ourselves to only those features that clarified a particular point. Organic chemistry is challenging enough. We didn’t need to make it more difficult. If we were to err, it would therefore be better to err on the side of caution. A third consideration surfaced soon after the work began. • Student access to Spartan would be essential. Nothing could help students connect with molecular modeling better than owning the same software used to produce the text or, even better, software that allowed them not only to view models from the text, but also to make their own. All of this led to a fruitful and stimulating collaboration with Dr. Warren Hehre, a leading theoretical chemist and the founder, president, and CEO of Wavefunction, Inc. Warren was enthusiastic about the project and agreed to actively participate in it. He and Alan Shusterman produced a CD tailored specifically to NEW IN THIS EDITION ALL-NEW ILLUSTRATIONS All figures were redrawn to convey visual concepts clearly and forcefully. In addition, the author created a number of new images using the Spartan molecular modeling application. Now students can view electrostatic potential maps to see the charge distribution of a molecule in vivid color. These striking images afford the instructor a powerful means to lead students to a better understanding of organic molecules. FULL SPARTAN IMAGE INTEGRATION The Spartangenerated images are impressive in their own right, but for teaching purposes they are most effective when they are closely aligned with the text content. Because the author personally generated the images as he wrote this edition, the molecular models are fully integrated with text, and the educational value is maximized. Additionally, icons direct students to specific applications of either the SpartanView or SpartanBuild program, found on the accompanying CD-ROM. Appendix 3 provides a complete guide to the Learning By Modeling CD-ROM. ALL-NEW SPECTRA Chapter 13, Spectroscopy, was heavily revised, with rewritten sections on NMR and with all the NMR spectra generated on a high-field instrument. IMPROVED SUMMARIES The end-of-chapter summaries are recast into a more open, easier-to-read format, inspired by the popularity of the accompanying summary tables. NEW DESIGN This edition sports a new look, with an emphasis on neatness, clarity, and color carefully used to heighten interest and to create visual cues for important information. PREFACE 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 SpartanBuild 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 standalone tool that students might or might not use, depending 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, providing students with numerous visual explorations of the concepts of charge distribution. BIOLOGICAL APPLICATIONS AND THEIR INTEGRATION Comprehensive coverage of the important classes of biomolecules (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 opportunities to introduce more biologically oriented material to complement that which had already grown significantly since the first edition. Some specific examples: • The new boxed essay “Methane and the Biosphere” in Chapter 2 combines elements of organic chemistry, biology, and environmental science 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 Cholesterol? What’s the Difference?” in Chapter 26, cover topics of current interest from an organic chemist’s perspective. • The already-numerous examples of enzymecatalyzed 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 artistrendered 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 [1]- sheet, an -helix, carboxypeptidase, myoglobin, DNA, and phenylalanine tRNA in Chapter 27 All of these are included on Learning By Modeling, 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 various side chains are (Chapter 27) SPECTROSCOPY Because it offers an integrated treatment of nuclear magnetic resonance (NMR), infrared (IR), and ultravioletvisible (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, spectroscopy is then integrated into the topics that follow it. The functional-group chapters, 15, 16, 17, 19, 20, 22, xxviii PREFACE and 24, all contain spectroscopy sections as well as examples and problems based on display spectra. INTEGRATION OF TOPICS Too often, in too many courses (and not just in organic chemistry), too many interesting topics never get covered because they are relegated to the end of the text as “special topic chapters” that, unfortunately, fall by the wayside as the end of the term approaches. We have, from the beginning and with each succeeding edition, looked for opportunities to integrate the most important of these “special” topics into the core material. I am pleased with the results. Typically, this integration is accomplished by breaking a topic into its component elements and linking each of those elements to one or more conceptually related core topics. There is, for example, no end-of-text chapter entitled “Heterocyclic Compounds.” Rather, heteroatoms are defined in Chapter 1 and nonaromatic heterocyclic compounds introduced in Chapter 3; heterocyclic aromatic compounds are included in Chapter 11, and their electrophilic and nucleophilic aromatic substitution reactions described in Chapters 12 and 23, respectively. Heterocyclic compounds appear in numerous ways throughout the text and the biological role of two classes of them—the purines and pyrimidines—features prominently in the discussion of nucleic acids in Chapter 27. The economic impact of synthetic polymers is too great to send them to the end of the book as a separate chapter or to group them with biopolymers. We regard polymers as a natural part of organic chemistry and pay attention to them throughout the text. The preparation of vinyl polymers is described in Chapter 6, polymer stereochemistry in Chapter 7, diene polymers in Chapter 10, Ziegler–Natta catalysis in Chapter 14, and condensation polymers in Chapter 20. INTEGRATING THE CHEMISTRY CURRICULUM I always thought that the general chemistry course would be improved if more organic chemists taught it, and have done just that myself for the past nine years. I now see that just as general chemistry can benefit from the perspective that an organic chemist brings to it, so can the teaching and learning of organic chemistry be improved by making the transition from general chemistry to organic smoother. Usually this is more a matter of style and terminology than content—an incremental rather than a radical change. I started making such changes in the third edition and continue here. I liked, for example, writing the new boxed essay “Laws, Theories, and the Scientific Method” and placing it in Chapter 6. The scientific method is one thing that everyone who takes a college-level chemistry course should be familiar with, but most aren’t. It normally appears in Chapter 1 of general chemistry texts, before the students have enough factual knowledge to really understand it, and it’s rarely mentioned again. By the time our organic chemistry students get to “Laws, Theories, and the Scientific Method,” however, we have told them about the experimental observations that led to Markovnikov’s law, and how our understanding has progressed to the level of a broadly accepted theory based on carbocation stability. It makes a nice story. Let’s use it. FEWER TOPICS EQUALS MORE HELP By being selective in the topics we cover, we can include more material designed to help the student learn. Solved sample problems: In addition to a generous number of end-of-chapter problems, the text includes more than 450 problems within the chapters themselves. Of these in-chapter problems approximately one-third are multipart exercises that contain a detailed solution to part (a) outlining the reasoning behind the answer. Summary tables: Annotated summary tables have been a staple of Organic Chemistry ever since the first edition and have increased in number to more than 50. Well received by students and faculty alike, they remain one of the text’s strengths. End-of-chapter summaries: Our experience with the summary tables prompted us to recast the narrative part of the end-of-chapter summaries into a more open, easier-to-read format. SUPPLEMENTS For the Student Study Guide and Solutions Manual by Francis A. Carey and Robert C. Atkins. This valuable supplement provides solutions to all problems in the text. More than simply providing answers, most solutions guide the student with the reasoning behind each problem. In addition, each chapter of the Study Guide and Solutions Manual concludes with a Self-Test designed to assess the student’s mastery of the material. Online Learning Center At www.mhhe.com/carey, this comprehensive, exclusive Web site provides a wealth of electronic resources for PREFACE xxix instructors and students alike. Content includes tutorials, problem-solving strategies, and assessment exercises for every chapter in the text. Learning By Modeling CD-ROM In collaboration with Wavefunction, we have created a cross-function CD-ROM that contains an electronic model-building kit and a rich collection of animations and molecular models that reveal the interplay between electronic structure and reactivity in organic chemistry. Packaged free with the text, Learning By Modeling has two components: SpartanBuild, a user-friendly electronic toolbox that lets you build, examine, and evaluate literally thousands of molecular models; and SpartanView, an application with which you can view and examine more than 250 molecular models and animations discussed in the text. In the textbook, icons point the way to where you can use these state-of-the-art molecular modeling applications to expand your understanding and sharpen your conceptual skills. This edition of the text contains numerous problems that take advantage of these applications. Appendix 3 provides a complete guide to using the CD. For the Instructor Overhead Transparencies. These full-color transparencies of illustrations from the text include reproductions of spectra, orbital diagrams, key tables, computergenerated molecular models, and step-by-step reaction mechanisms. Test Bank. This collection of 1000 multiplechoice questions, prepared by Professor Bruce Osterby of the University of Wisconsin–LaCrosse, is available to adopters in print, Macintosh, or Windows format. Visual Resource Library. This invaluable lecture aid provides the instructor with all the images from the textbook on a CD-ROM. The PowerPoint format enables easy customization and formatting of the images into the lecture. The Online Learning Center, described in the previous section, has special features for instructors, including quiz capabilities. Please contact your McGraw-Hill representative for additional information concerning these supplements. A C K N O W L E D G M E N T S xxxi You may have noticed that this preface is almost entirely “we” and “our,” not “I” and “my.” That is because Organic Chemistry is, and always has been, a team effort. From the first edition to this one, the editorial and production staffs at WCB/McGraw-Hill have been committed to creating an accurate, interesting, studentoriented text. Special thanks go to Kent Peterson, Terry Stanton, and Peggy Selle for their professionalism, skill, and cooperative spirit. Linda Davoli not only copy edited the manuscript but offered valuable advice about style and presentation. GTS Graphics had the critical job of converting the copy-edited manuscript to a real book. Our contact there was Heather Stratton; her enthusiasm for the project provided us an unusual amount of freedom to fine-tune the text. I have already mentioned the vital role played by Warren Hehre and Alan Shusterman in integrating Spartan into this edition. I am grateful for their generosity in giving their time, knowledge, and support to this project. I also thank Dr. Michal Sabat of the University of Virginia for his assistance in my own modeling efforts. All of the NMR and IR spectra in this edition were recorded at the Department of Chemistry of James Madison University by two undergraduate students, Jeffrey Cross and Karin Hamburger, under the guidance of Thomas Gallaher. We are indebted to them for their help. Again, as in the three previous editions, Dr. Robert C. Atkins has been indispensable. Bob is the driving force behind the Study Guide and Solutions Manual that accompanies this text. He is much more than that, though. He reads and critiques every page of the manuscript and every page of two rounds of proofs. I trust his judgment completely when he suggests how to simplify a point or make it clearer. Most of all, he is a great friend. This text has benefited from the comments offered by a large number of teachers of organic chemistry who reviewed it at various stages of its development. I appreciate their help. They include Reviewers for the Fourth Edition Jennifer Adamski, Old Dominion University Jeffrey B. Arterburn, New Mexico State University Steven Bachrach, Trinity University Jared A. Butcher, Jr., Ohio University Barry Carpenter, Cornell University Pasquale R. Di Raddo, Ferris State University Jill Discordia, Le Moyne College William A. Donaldson, Marquette University Mark Forman, St. Joseph’s University Warren Giering, Boston University Benjamin Gross, University of Tennessee–Chattanooga R. J. Hargrove, Mercer University E. Alexander Hill, University of Wisconsin–Milwaukee Shawn Hitchcock, Illinois State University L. A. Hull, Union College Colleen Kelley, Northern Arizona University Brenda Kesler, San Jose State University C. A. Kingsbury, University of Nebraska–Lincoln Francis M. Klein, Creighton University Paul M. Lahti, University of Massachusetts–Amherst Rita S. Majerle, South Dakota State University Michael Millam, Phoenix College Tyra Montgomery, University of Houston–Downtown Richard Narske, Augustana University Michael A. Nichols, John Carroll University Bruce E. Norcross, SUNY–Binghamton Charles A. Panetta, University of Mississippi Michael J. Panigot, Arkansas State University Joe Pavelites, William Woods College Ty Redd, Southern Utah University Charles Rose, University of Nevada Suzanne Ruder, Virginia Commonwealth University Christine M. Russell, College of DuPage Dennis A. Sardella, Boston College Janice G. Smith, Mt. Holyoke College Tami I. Spector, University of San Francisco Ken Turnbull, Wright State University Clifford M. Utermoehlen, USAF Academy Curt Wentrup, University of Queensland S. D. Worley, Auburn University Reviewers for the Third Edition Edward Alexander, San Diego Mesa College Ronald Baumgarten, University of Illinois–Chicago Barry Carpenter, Cornell University John Cochran, Colgate University xxxii ACKNOWLEDGMENTS I. G. Csizmadia, University of Toronto Lorrain Dang, City College of San Francisco Graham Darling, McGill University Debra Dilner, U.S. Naval Academy Charles Dougherty, Lehman College, CUNY Fillmore Freeman, University of California–Irvine Charles Garner, Baylor University Rainer Glaser, University of Missouri–Columbia Ron Gratz, Mary Washington College Scott Gronert, San Francisco State University Daniel Harvey, University of California–San Diego John Henderson, Jackson Community College Stephen Hixson, University of Massachusetts–Amherst C. A. Kingsbury, University of Nebraska–Lincoln Nicholas Leventis, University of Missouri–Rolla Kwang-Ting Liu, National Taiwan University Peter Livant, Auburn University J. E. Mulvaney, University of Arizona Marco Pagnotta, Barnard College Michael Rathke, Michigan State University Charles Rose, University of Nevada–Reno Ronald Roth, George Mason University Martin Saltzman, Providence College Patricia Thorstenson, University of the District of Columbia Marcus Tius, University of Hawaii at Manoa Victoria Ukachukwu, Rutgers University Thomas Waddell, University of Tennessee–Chattanooga George Wahl, Jr., North Carolina State University John Wasacz, Manhattan College Finally, I thank my family for their love, help, and encouragement. The “big five” remain the same: my wife Jill, our sons Andy, Bob, and Bill, and daughter-inlaw Tasneem. They have been joined by the “little two,” our grandchildren Riyad and Ava. Comments, suggestions, and questions are welcome. Previous editions produced a large number of e-mail messages from students. I found them very helpful and invite you to contact me at: [email protected] Francis A. Carey
For courses in introductory, preparatory, and basic chemistry. Engages First Time Chemistry Students Basic Chemistry introduces students to the essential scientific and mathematical concepts of general chemistry. With accessible language and a moderate pace, the text is easy-to-follow for first-time chemistry students, as well as those hoping to renew their studies of the subject. In the Fifth Edition, Bill and Karen Timberlake carefully develop core ideas while relating them to the possibility of future careers. The book guides students through basic chemistry problem solving with engaging visuals and a focus on developing the math skills necessary to be successful in the course. End of chapter questions strategically promote integration of cumulative ideas, allowing students to develop a strong foundation for learning chemistry and encouraging them to continue their studies in the field. The main objective in writing this text is to make the study of chemistry an engaging and a positive experience for students by relating the structure and behavior of matter to real life. This new edition introduces more problem-solving strategies, more problem-solving guides, new Analyze the Problem with Connect features, new Try It First and Engage features, conceptual and challenge problems, and new sets of combined problems. Also available with MasteringChemistry™ MasteringChemistry from Pearson is the leading online homework, tutorial, and assessment system, designed to improve results by engaging students before, during, and after class with powerful content. Instructors ensure students arrive ready to learn by assigning educationally effective content before class, and encourage critical thinking and retention with in-class resources such as Learning Catalytics™. Students can further master concepts after class through traditional and adaptive homework assignments that provide hints and answer-specific feedback. The Mastering gradebook records scores for all automatically graded assignments in one place, while diagnostic tools give instructors access to rich data to assess student understanding and misconceptions. Note: You are purchasing a standalone product; MasteringChemistry does not come packaged with this content. Students, if interested in purchasing this title with MasteringChemistry, ask your instructor for the correct package ISBN and Course ID. Instructors, contact your Pearson representative for more information. If you would like to purchase boththe physical text and MasteringChemistry, search for: 0134074300 / 9780134074306 Basic Chemistry Plus MasteringChemistry with eText -- Access Card Package, 5/e Package consists of: 0134177134 / 9780134177137 MasteringChemistry with Pearson eText -- ValuePack Access Card -- for Basic Chemistry, 5/e 013413804X / 9780134138046 Basic Chemistry 5/e

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