Organic Chemistry Textbook Download

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Book Preface

Organic chemistry plays a role in all aspects of our lives, from the clothing we wear, to the pixels of our television and computer screens, to preservatives in food, to the inks that color the pages of this book. If you take the time to understand organic chemistry, to learn its overall logic, then you will truly have the power to change society. Indeed, organic chemistry provides the power to synthesize new drugs, to engineer molecules that can make computer processors run more quickly, to understand why grilled meat can cause cancer and how its effects can be combated, and to design ways to knock the calories out of sugar while still making food taste deliciously sweet. It can explain biochemical processes like aging, neural functioning, and cardiac arrest, and show how we can prolong and improve life. It can do almost anything.

In this chapter we will consider:
• what kinds of atoms make up organic molecules
• the principles that determine how the atoms in organic molecules are bound together
• how best to depict organic molecules

[ WHY DO THESE TOPICS MATTER ? ]

At the end of the chapter, we will see how some of the unique organic structures that nature has woven together possess amazing properties that we can harness to aid human health. See for additional examples, videos, and practice.

Brief Contents

Organic Chemistry Textbook Download

1 The Basics Bonding and Molecular Structure 1
2 Families of Carbon Compounds Functional Groups, Intermolecular Forces, and Infrared (IR) Spectroscopy 55
3 Acids and Bases An Introduction to Organic Reactions and Their Mechanisms 104
4 Nomenclature and Conformations of Alkanes and Cycloalkanes 144
5 Stereochemistry Chiral Molecules 193
6 Nucleophilic Reactions Properties and Substitution Reactions of Alkyl Halides 240
7 Alkenes and Alkynes I Properties and Synthesis. Elimination Reactions of Alkyl Halides 282
8 Alkenes and Alkynes II Addition Reactions 337
9 Nuclear Magnetic Resonance and Mass Spectrometry Tools for Structure Determination 391
10 Radical Reactions 448
11 Alcohols and Ethers Synthesis and Reactions 489
12 Alcohols from Carbonyl Compounds Oxidation–Reduction and Organometallic Compounds 534
13 Conjugated Unsaturated Systems 572
14 Aromatic Compounds 617
15 Reactions of Aromatic Compounds 660
16 Aldehydes and Ketones Nucleophilic Addition to the Carbonyl
Group 711
17 Carboxylic Acids and Their Derivatives Nucleophilic Addition–Elimination at the Acyl Carbon 761
18 Reactions at the α Carbon of Carbonyl Compounds Enols and Enolates 811
19 Condensation and Conjugate Addition Reactions of Carbonyl Compounds More Chemistry of Enolates 849
20 Amines 890
21 Transition Metal Complexes Promoters of Key Bond-Forming Reactions 938
22 Carbohydrates 965
23 Lipids 1011
24 Amino Acids and Proteins 1045
25 Nucleic Acids and Protein Synthesis 1090
Glossary GL-1
Index I-1

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Book Preface

Organic

The guiding principle behind this book is to present organic chemistry as an exciting and vitally important science. To counter the impression that the study of organic chemistry consists primarily of memorizing a multitude of facts, I have organized this book around shared features and unifying concepts, while emphasizing principles that can be applied again and again. I want students to apply what they have learned to new settings and to learn how to reason their way to solutions. I also want them to see that organic chemistry is a fascinating discipline that is integral to their daily lives.

Preparing Students for Future Study in a Variety of Scientific Disciplines

This book organizes the functional groups around mechanistic similarities. When students see their first reaction (other than an acid–base reaction), they are told that all organic compounds can be divided into families and that all members of a family react in the same way. And to make things even easier, each family can be put into one of four groups, and all the families in a group react in similar ways.

“Organizing What We Know About Organic Chemistry” is a feature based on these statements. It lets students see where they have been and where they are going as they proceed through each of the four groups. It also encourages them to remember the fundamental reason behind the reactions of all organic compounds: electrophiles react with nucleophiles. When students finish studying a particular group, they are given the opportunity to review the group and understand why the families came to be members of that particular group. The four groups are covered in the following order. (However, the book is written to be modular, so they could be covered in any order.)

• Group I: Compounds with carbon-carbon double and triple bonds. These compounds are nucleophiles and, therefore, react with electrophiles—undergoing electrophilic addition reactions.
• Group II: Compounds with electron-withdrawing atoms or groups attached to sp3 carbons. These compounds are electrophiles and, therefore, react with nucleophiles—undergoing nucleophilic substitution and elimination reactions.
• Group III: Carbonyl compounds. These compounds are electrophiles and, therefore, react with nucleophiles—undergoing nucleophilic acyl substitution, nucleophilic addition, and nucleophilic addition-elimination reactions. Because of the “acidity” of the a-carbon, a carbonyl compound can become a nucleophile and, therefore, react with electrophiles.
• Group IV: Aromatic compounds. Some aromatic compounds are nucleophiles and, therefore, react with electrophiles—undergoing electrophilic aromatic substitution reactions. Other aromatic compounds are electrophiles and, therefore, react with nucleophile —undergoing nucleophilic aromatic substitution reactions. The organization discourages rote memorization and allows students to learn reactions based on their pattern of reactivity. It is only after these patterns of reactivity are understood that a deep understanding of organic chemistry can begin. As a result, students achieve the predictive capacity that is the beauty of studying science. A course that teaches students to analyze, classify, explain, and predict gives them a strong foundation to bring to their subsequent study of science, regardless of the discipline.

Organic Chemistry Textbook Wade

As students proceed through the book, they come across ~200 interest boxes that connect what they are studying to real life. Students don’t have to be preparing for a career in medicine to appreciate a box on the experimental drug used to treat Ebola, and they don’t have to be preparing for a career in engineering to appreciate a box on the properties that a polymer used for dental impressions must have.

Organic Chemistry Textbook Pdf Free Download

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