{"product_id":"organic-chemistry-isbn-9781119659594","title":"Organic Chemistry","description":"\u003cp\u003eIn \u003ci\u003eOrganic Chemistry, 4th Edition\u003c\/i\u003e, Dr. David Klein builds on the phenomenal success of the first three editions, with his skills-based approach to learning organic chemistry. The Klein program covers all the concepts typically covered in an organic chemistry course while placing a special emphasis on the skills development needed to support these concepts.\u003c\/p\u003e \u003cp\u003eStudents in organic chemistry need to be able to bridge the gap between theory (concepts) and practice (problem-solving skills). Klein's SkillBuilder examples and activities offer extensive opportunities for students to develop proficiency in the key skills necessary to succeed in organic chemistry.\u003c\/p\u003e \u003cp\u003e\u003cb\u003e1 A Review of General Chemistry: Electrons, Bonds, and Molecular Properties 1\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e1.1 Introduction to Organic Chemistry 2\u003c\/p\u003e \u003cp\u003e1.2 The Structural Theory of Matter 3\u003c\/p\u003e \u003cp\u003e1.3 Electrons, Bonds, and Lewis Structures 4\u003c\/p\u003e \u003cp\u003e1.4 Identifying Formal Charges 7\u003c\/p\u003e \u003cp\u003e1.5 Induction and Polar Covalent Bonds 8\u003c\/p\u003e \u003cp\u003e1.6 Reading Bond-Line Structures 11\u003c\/p\u003e \u003cp\u003e1.7 Atomic Orbitals 14\u003c\/p\u003e \u003cp\u003e1.8 Valence Bond Theory 17\u003c\/p\u003e \u003cp\u003e1.9 Molecular Orbital Theory 18\u003c\/p\u003e \u003cp\u003e1.10 Hybridized Atomic Orbitals 20\u003c\/p\u003e \u003cp\u003e1.11 Predicting Molecular Geometry: VSEPR Theory 26\u003c\/p\u003e \u003cp\u003e1.12 Dipole Moments and Molecular Polarity 30\u003c\/p\u003e \u003cp\u003e1.13 Intermolecular Forces and Physical Properties 33\u003c\/p\u003e \u003cp\u003eWorldLinks Biomimicry and Gecko Feet 37\u003c\/p\u003e \u003cp\u003eBioLinks Drug-Receptor Interactions 38\u003c\/p\u003e \u003cp\u003e1.14 Solubility 39\u003c\/p\u003e \u003cp\u003eBioLinks Propofol: The Importance of Drug Solubility 40\u003c\/p\u003e \u003cp\u003eReview of Concepts \u0026amp; Vocabulary • SkillBuilder Review Practice Problems • ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e2 Molecular Representations 50\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e2.1 Molecular Representations 51\u003c\/p\u003e \u003cp\u003e2.2 Drawing Bond-Line Structures 53\u003c\/p\u003e \u003cp\u003e2.3 Identifying Functional Groups 55\u003c\/p\u003e \u003cp\u003eBioLinks Marine Natural Products 56\u003c\/p\u003e \u003cp\u003e2.4 Carbon Atoms with Formal Charges 58\u003c\/p\u003e \u003cp\u003e2.5 Identifying Lone Pairs 58\u003c\/p\u003e \u003cp\u003e2.6 Three-Dimensional Bond-Line Structures 61\u003c\/p\u003e \u003cp\u003eBioLinks The Opioids 62\u003c\/p\u003e \u003cp\u003e2.7 Introduction to Resonance 63\u003c\/p\u003e \u003cp\u003e2.8 Curved Arrows 65\u003c\/p\u003e \u003cp\u003e2.9 Formal Charges in Resonance Structures 68\u003c\/p\u003e \u003cp\u003e2.10 Drawing Resonance Structures via Pattern Recognition 70\u003c\/p\u003e \u003cp\u003e2.11 Assessing the Relative Importance of Resonance Structures 75\u003c\/p\u003e \u003cp\u003e2.12 The Resonance Hybrid 79\u003c\/p\u003e \u003cp\u003e2.13 Delocalized and Localized Lone Pairs 81\u003c\/p\u003e \u003cp\u003eReview of Concepts \u0026amp; Vocabulary • SkillBuilder Review Practice Problems • ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e3 Acids and Bases 93\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e3.1 Introduction to Brønsted-Lowry Acids and Bases 94\u003c\/p\u003e \u003cp\u003e3.2 Flow of Electron Density: Curved-Arrow Notation 94\u003c\/p\u003e \u003cp\u003eBioLinks Antacids and Heartburn 96\u003c\/p\u003e \u003cp\u003e3.3 Brønsted-Lowry Acidity: Comparing p\u003ci\u003eK\u003c\/i\u003e\u003csub\u003ea\u003c\/sub\u003e values 97\u003c\/p\u003e \u003cp\u003eBioLinks Drug Distribution and p\u003ci\u003eK\u003c\/i\u003e\u003csub\u003ea\u003c\/sub\u003e 103\u003c\/p\u003e \u003cp\u003e3.4 Brønsted-Lowry Acidity: Factors Affecting the Stability of Anions 104\u003c\/p\u003e \u003cp\u003e3.5 Brønsted-Lowry Acidity: Assessing the Relative Acidity of Cationic Acids 115\u003c\/p\u003e \u003cp\u003e3.6 Position of Equilibrium and Choice of Reagents 120\u003c\/p\u003e \u003cp\u003e3.7 Leveling Effect 123\u003c\/p\u003e \u003cp\u003e3.8 Solvating Effects 124\u003c\/p\u003e \u003cp\u003e3.9 Counterions 125\u003c\/p\u003e \u003cp\u003eWorldLinks Baking Soda versus Baking Powder 125\u003c\/p\u003e \u003cp\u003e3.10 Lewis Acids and Bases 126\u003c\/p\u003e \u003cp\u003eReview of Concepts \u0026amp; Vocabulary • SkillBuilder Review Practice Problems • ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e4 Alkanes and Cycloalkanes 138\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e4.1 Introduction to Alkanes 139\u003c\/p\u003e \u003cp\u003e4.2 Nomenclature of Alkanes 139\u003c\/p\u003e \u003cp\u003eWorldLinks Pheromones: Chemical Messengers 143\u003c\/p\u003e \u003cp\u003eBioLinks Naming Drugs 151\u003c\/p\u003e \u003cp\u003e4.3 Constitutional Isomers of Alkanes 152\u003c\/p\u003e \u003cp\u003e4.4 Relative Stability of Isomeric Alkanes 153\u003c\/p\u003e \u003cp\u003e4.5 Sources and Uses of Alkanes 154\u003c\/p\u003e \u003cp\u003eWorldLinks An Introduction to Polymers 156\u003c\/p\u003e \u003cp\u003e4.6 Drawing Newman Projections 156\u003c\/p\u003e \u003cp\u003e4.7 Conformational Analysis of Ethane and Propane 158\u003c\/p\u003e \u003cp\u003e4.8 Conformational Analysis of Butane 160\u003c\/p\u003e \u003cp\u003eBioLinks Drugs and Their Conformations 164\u003c\/p\u003e \u003cp\u003e4.9 Cycloalkanes 164\u003c\/p\u003e \u003cp\u003eBioLinks Cyclopropane as an Inhalation Anesthetic 166\u003c\/p\u003e \u003cp\u003e4.10 Conformations of Cyclohexane 167\u003c\/p\u003e \u003cp\u003e4.11 Drawing Chair Conformations 168\u003c\/p\u003e \u003cp\u003e4.12 Monosubstituted Cyclohexane 170\u003c\/p\u003e \u003cp\u003e4.13 Disubstituted Cyclohexane 172\u003c\/p\u003e \u003cp\u003e4.14 \u003ci\u003ecis-trans \u003c\/i\u003eStereoisomerism 176\u003c\/p\u003e \u003cp\u003e4.15 Polycyclic Systems 177\u003c\/p\u003e \u003cp\u003eReview of Concepts \u0026amp; Vocabulary • SkillBuilder Review Practice Problems • ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e5 Stereoisomerism 188\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e5.1 Overview of Isomerism 189\u003c\/p\u003e \u003cp\u003e5.2 Introduction to Stereoisomerism 190\u003c\/p\u003e \u003cp\u003eWorldLinks The Sense of Smell 195\u003c\/p\u003e \u003cp\u003e5.3 Designating Configuration Using the Cahn-Ingold-Prelog System 195\u003c\/p\u003e \u003cp\u003eBioLinks Chiral Drugs 200\u003c\/p\u003e \u003cp\u003e5.4 Optical Activity 201\u003c\/p\u003e \u003cp\u003e5.5 Stereoisomeric Relationships: Enantiomers and Diastereomers 207\u003c\/p\u003e \u003cp\u003e5.6 Symmetry and Chirality 210\u003c\/p\u003e \u003cp\u003e5.7 Fischer Projections 214\u003c\/p\u003e \u003cp\u003e5.8 Conformationally Mobile Systems 216\u003c\/p\u003e \u003cp\u003e5.9 Chiral Compounds that Lack a Chiral Center 217\u003c\/p\u003e \u003cp\u003e5.10 Resolution of Enantiomers 218\u003c\/p\u003e \u003cp\u003e5.11 \u003ci\u003eE \u003c\/i\u003eand \u003ci\u003eZ \u003c\/i\u003eDesignations for Diastereomeric Alkenes 220\u003c\/p\u003e \u003cp\u003eBioLinks Phototherapy Treatment for Neonatal Jaundice 222\u003c\/p\u003e \u003cp\u003eReview of Concepts \u0026amp; Vocabulary • SkillBuilder Review Practice Problems • ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e6 Chemical Reactivity and Mechanisms 233\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e6.1 Enthalpy 234\u003c\/p\u003e \u003cp\u003e6.2 Entropy 237\u003c\/p\u003e \u003cp\u003e6.3 Gibbs Free Energy 239\u003c\/p\u003e \u003cp\u003eWorldLinks Explosives 240\u003c\/p\u003e \u003cp\u003eWorldLinks Do Living Organisms Violate the Second Law of Thermodynamics? 242\u003c\/p\u003e \u003cp\u003e6.4 Equilibria 242\u003c\/p\u003e \u003cp\u003e6.5 Kinetics 244\u003c\/p\u003e \u003cp\u003eBioLinks Nitroglycerin: An Explosive with Medicinal Properties 247\u003c\/p\u003e \u003cp\u003eWorldLinks Beer Making 248\u003c\/p\u003e \u003cp\u003e6.6 Reading Energy Diagrams 249\u003c\/p\u003e \u003cp\u003e6.7 Nucleophiles and Electrophiles 252\u003c\/p\u003e \u003cp\u003e6.8 Mechanisms and Arrow Pushing 256\u003c\/p\u003e \u003cp\u003e6.9 Combining the Patterns of Arrow Pushing 261\u003c\/p\u003e \u003cp\u003e6.10 Drawing Curved Arrows 263\u003c\/p\u003e \u003cp\u003e6.11 Carbocation Rearrangements 266\u003c\/p\u003e \u003cp\u003e6.12 Reversible and Irreversible Reaction Arrows 268\u003c\/p\u003e \u003cp\u003eReview of Concepts \u0026amp; Vocabulary • SkillBuilder Review Practice Problems • ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e7 Alkyl Halides: Nucleophilic Substitution and Elimination Reactions 280\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e7.1 Introduction to Substitution and Elimination Reactions 281\u003c\/p\u003e \u003cp\u003e7.2 Nomenclature and Uses of Alkyl Halides 282\u003c\/p\u003e \u003cp\u003e7.3 S\u003csub\u003eN\u003c\/sub\u003e2 Reactions 286\u003c\/p\u003e \u003cp\u003eBioLinks Pharmacology and Drug Design 292\u003c\/p\u003e \u003cp\u003e7.4 Nucleophilic Strength in S\u003csub\u003eN\u003c\/sub\u003e2 Reactions 294\u003c\/p\u003e \u003cp\u003eBioLinks S\u003csub\u003eN\u003c\/sub\u003e2 Reactions in Biological Systems—Methylation 295\u003c\/p\u003e \u003cp\u003e7.5 Introduction to E2 Reactions 296\u003c\/p\u003e \u003cp\u003e7.6 Stability of Alkenes and Cycloalkenes 299\u003c\/p\u003e \u003cp\u003e7.7 Regiochemical and Stereochemical Outcomes for E2 Reactions 301\u003c\/p\u003e \u003cp\u003e7.8 Unimolecular Reactions (S\u003csub\u003eN\u003c\/sub\u003e1 and E1) 311\u003c\/p\u003e \u003cp\u003e7.9 Predicting Products: Substitution vs. Elimination 320\u003c\/p\u003e \u003cp\u003e7.10 Substitution and Elimination Reactions with Other Substrates 327\u003c\/p\u003e \u003cp\u003e7.11 Synthesis Strategies 331\u003c\/p\u003e \u003cp\u003eBioLinks Radiolabeled Compounds in Diagnostic Medicine 338\u003c\/p\u003e \u003cp\u003e7.12 Solvent Effects in Substitution Reactions 339\u003c\/p\u003e \u003cp\u003eSpecialTopic Kinetic Isotope Effects 343\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) • Integrated Problems Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e8 Addition Reactions of Alkenes 356\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e8.1 Introduction to Addition Reactions 357\u003c\/p\u003e \u003cp\u003e8.2 Alkenes in Nature and in Industry 358\u003c\/p\u003e \u003cp\u003eWorldLinks Pheromones to Control Insect Populations 358\u003c\/p\u003e \u003cp\u003e8.3 Nomenclature of Alkenes 359\u003c\/p\u003e \u003cp\u003e8.4 Addition vs. Elimination: A Thermodynamic Perspective 361\u003c\/p\u003e \u003cp\u003e8.5 Hydrohalogenation 363\u003c\/p\u003e \u003cp\u003eWorldLinks Cationic Polymerization and Polystyrene 370\u003c\/p\u003e \u003cp\u003e8.6 Acid-Catalyzed Hydration 371\u003c\/p\u003e \u003cp\u003e8.7 Oxymercuration-Demercuration 375\u003c\/p\u003e \u003cp\u003e8.8 Hydroboration-Oxidation 376\u003c\/p\u003e \u003cp\u003e8.9 Catalytic Hydrogenation 382\u003c\/p\u003e \u003cp\u003eWorldLinks Partially Hydrogenated Fats and Oils 387\u003c\/p\u003e \u003cp\u003e8.10 Halogenation and Halohydrin Formation 388\u003c\/p\u003e \u003cp\u003e8.11 \u003ci\u003eAnti \u003c\/i\u003eDihydroxylation 392\u003c\/p\u003e \u003cp\u003e8.12 \u003ci\u003eSyn \u003c\/i\u003eDihydroxylation 395\u003c\/p\u003e \u003cp\u003e8.13 Oxidative Cleavage 396\u003c\/p\u003e \u003cp\u003e8.14 Predicting the Products of an Addition Reaction 398\u003c\/p\u003e \u003cp\u003e8.15 Synthesis Strategies 400\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e9 Alkynes 417\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e9.1 Introduction to Alkynes 418\u003c\/p\u003e \u003cp\u003eBioLinks The Role of Molecular Rigidity 420\u003c\/p\u003e \u003cp\u003eWorldLinks Conducting Organic Polymers 421\u003c\/p\u003e \u003cp\u003e9.2 Nomenclature of Alkynes 421\u003c\/p\u003e \u003cp\u003e9.3 Acidity of Acetylene and Terminal Alkynes 423\u003c\/p\u003e \u003cp\u003e9.4 Preparation of Alkynes 426\u003c\/p\u003e \u003cp\u003e9.5 Reduction of Alkynes 428\u003c\/p\u003e \u003cp\u003e9.6 Hydrohalogenation of Alkynes 431\u003c\/p\u003e \u003cp\u003e9.7 Hydration of Alkynes 433\u003c\/p\u003e \u003cp\u003e9.8 Halogenation of Alkynes 439\u003c\/p\u003e \u003cp\u003e9.9 Ozonolysis of Alkynes 439\u003c\/p\u003e \u003cp\u003e9.10 Alkylation of Terminal Alkynes 440\u003c\/p\u003e \u003cp\u003e9.11 Synthesis Strategies 442\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e10 Radical Reactions 454\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e10.1 Radicals 455\u003c\/p\u003e \u003cp\u003e10.2 Common Patterns in Radical Mechanisms 460\u003c\/p\u003e \u003cp\u003e10.3 Chlorination of Methane 463\u003c\/p\u003e \u003cp\u003e10.4 Thermodynamic Considerations for Halogenation Reactions 467\u003c\/p\u003e \u003cp\u003e10.5 Selectivity of Halogenation 469\u003c\/p\u003e \u003cp\u003e10.6 Stereochemistry of Halogenation 472\u003c\/p\u003e \u003cp\u003e10.7 Allylic Bromination 474\u003c\/p\u003e \u003cp\u003e10.8 Atmospheric Chemistry and the Ozone Layer 477\u003c\/p\u003e \u003cp\u003eWorldLinks Fighting Fires with Chemicals 479\u003c\/p\u003e \u003cp\u003e10.9 Autooxidation and Antioxidants 480\u003c\/p\u003e \u003cp\u003eBioLinks Why is an Overdose of Acetaminophen Fatal? 482\u003c\/p\u003e \u003cp\u003e10.10 Radical Addition of HBr: \u003ci\u003eAnti\u003c\/i\u003e-Markovnikov Addition 483\u003c\/p\u003e \u003cp\u003e10.11 Radical Polymerization 487\u003c\/p\u003e \u003cp\u003e10.12 Radical Processes in the Petrochemical Industry 489\u003c\/p\u003e \u003cp\u003e10.13 Halogenation as a Synthetic Technique 489\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e11 Synthesis 499\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e11.1 One-Step Syntheses 500\u003c\/p\u003e \u003cp\u003e11.2 Functional Group Transformations 501\u003c\/p\u003e \u003cp\u003e11.3 Reactions That Change the Carbon Skeleton 505\u003c\/p\u003e \u003cp\u003eBioLinks Vitamins 507\u003c\/p\u003e \u003cp\u003e11.4 How to Approach a Synthesis Problem 508\u003c\/p\u003e \u003cp\u003eBioLinks The Total Synthesis of Vitamin B12 512\u003c\/p\u003e \u003cp\u003e11.5 Multi-step Synthesis and Retrosynthetic Analysis 514\u003c\/p\u003e \u003cp\u003eWorldLinks Retrosynthetic Analysis 519\u003c\/p\u003e \u003cp\u003e11.6 Green Chemistry 519\u003c\/p\u003e \u003cp\u003e11.7 Practical Tips for Increasing Proficiency 520\u003c\/p\u003e \u003cp\u003eBioLinks Total Synthesis of Taxol 521\u003c\/p\u003e \u003cp\u003eReview of Concepts \u0026amp; Vocabulary • SkillBuilder Review Practice Problems • ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e12 Alcohols and Phenols 529\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e12.1 Structure and Properties of Alcohols 530\u003c\/p\u003e \u003cp\u003eBioLinks Chain Length as a Factor in Drug Design 534\u003c\/p\u003e \u003cp\u003e12.2 Acidity of Alcohols and Phenols 535\u003c\/p\u003e \u003cp\u003e12.3 Preparation of Alcohols via Substitution or Addition 538\u003c\/p\u003e \u003cp\u003e12.4 Preparation of Alcohols via Reduction 539\u003c\/p\u003e \u003cp\u003e12.5 Preparation of Diols 546\u003c\/p\u003e \u003cp\u003eWorldLinks Antifreeze 547\u003c\/p\u003e \u003cp\u003e12.6 Preparation of Alcohols via Grignard Reagents 547\u003c\/p\u003e \u003cp\u003e12.7 Protection of Alcohols 552\u003c\/p\u003e \u003cp\u003e12.8 Preparation of Phenols 553\u003c\/p\u003e \u003cp\u003e12.9 Reactions of Alcohols: Substitution and Elimination 554\u003c\/p\u003e \u003cp\u003eBioLinks Drug Metabolism 557\u003c\/p\u003e \u003cp\u003e12.10 Reactions of Alcohols: Oxidation 559\u003c\/p\u003e \u003cp\u003e12.11 Biological Redox Reactions 563\u003c\/p\u003e \u003cp\u003eBioLinks Biological Oxidation of Methanol and Ethanol 565\u003c\/p\u003e \u003cp\u003e12.12 Oxidation of Phenol 565\u003c\/p\u003e \u003cp\u003e12.13 Synthesis Strategies 567\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e13 Ethers and Epoxides; Thiols and Sulfides 585\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e13.1 Introduction to Ethers 586\u003c\/p\u003e \u003cp\u003e13.2 Nomenclature of Ethers 586\u003c\/p\u003e \u003cp\u003e13.3 Structure and Properties of Ethers 588\u003c\/p\u003e \u003cp\u003eBioLinks Ethers as Inhalation Anesthetics 589\u003c\/p\u003e \u003cp\u003e13.4 Crown Ethers 590\u003c\/p\u003e \u003cp\u003eWorldLinks Chelating Agents in the Food Industry and in Medicine 592\u003c\/p\u003e \u003cp\u003e13.5 Preparation of Ethers 593\u003c\/p\u003e \u003cp\u003e13.6 Reactions of Ethers 596\u003c\/p\u003e \u003cp\u003e13.7 Nomenclature of Epoxides 599\u003c\/p\u003e \u003cp\u003eBioLinks Epothilones as Novel Anticancer Agents 600\u003c\/p\u003e \u003cp\u003e13.8 Preparation of Epoxides 600\u003c\/p\u003e \u003cp\u003eBioLinks Active Metabolites and Drug Interactions 603\u003c\/p\u003e \u003cp\u003e13.9 Enantioselective Epoxidation 603\u003c\/p\u003e \u003cp\u003e13.10 Ring-Opening Reactions of Epoxides 605\u003c\/p\u003e \u003cp\u003eWorldLinks Ethylene Oxide as a Sterilizing Agent for Sensitive Medical Equipment 608\u003c\/p\u003e \u003cp\u003eBioLinks Cigarette Smoke and Carcinogenic Epoxides 612\u003c\/p\u003e \u003cp\u003e13.11 Thiols and Sulfides 613\u003c\/p\u003e \u003cp\u003e13.12 Synthesis Strategies Involving Epoxides 617\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e14 Infrared Spectroscopy and Mass Spectrometry 636\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e14.1 Introduction to Spectroscopy 637\u003c\/p\u003e \u003cp\u003eWorldLinks Microwave Ovens 639\u003c\/p\u003e \u003cp\u003e14.2 IR Spectroscopy 639\u003c\/p\u003e \u003cp\u003eBioLinks IR Thermal Imaging for Cancer Detection 640\u003c\/p\u003e \u003cp\u003e14.3 Signal Characteristics: Wavenumber 641\u003c\/p\u003e \u003cp\u003e14.4 Signal Characteristics: Intensity 646\u003c\/p\u003e \u003cp\u003eWorldLinks IR Spectroscopy for Testing Blood Alcohol Levels 648\u003c\/p\u003e \u003cp\u003e14.5 Signal Characteristics: Shape 648\u003c\/p\u003e \u003cp\u003e14.6 Analyzing an IR Spectrum 652\u003c\/p\u003e \u003cp\u003e14.7 Using IR Spectroscopy to Distinguish between Two Compounds 657\u003c\/p\u003e \u003cp\u003e14.8 Introduction to Mass Spectrometry 658\u003c\/p\u003e \u003cp\u003eWorldLinks Mass Spectrometry for Detecting Explosives 660\u003c\/p\u003e \u003cp\u003e14.9 Analyzing the (M)\u003csup\u003e+•\u003c\/sup\u003e Peak 661\u003c\/p\u003e \u003cp\u003e14.10 Analyzing the (M+1)\u003csup\u003e+•\u003c\/sup\u003e Peak 662\u003c\/p\u003e \u003cp\u003e14.11 Analyzing the (M+2)\u003csup\u003e+•\u003c\/sup\u003e Peak 664\u003c\/p\u003e \u003cp\u003e14.12 Analyzing the Fragments 665\u003c\/p\u003e \u003cp\u003e14.13 High-Resolution Mass Spectrometry 668\u003c\/p\u003e \u003cp\u003e14.14 Gas Chromatography–Mass Spectrometry 670\u003c\/p\u003e \u003cp\u003e14.15 Mass Spectrometry of Large Biomolecules 671\u003c\/p\u003e \u003cp\u003eBioLinks Medical Applications of Mass Spectrometry 671\u003c\/p\u003e \u003cp\u003e14.16 Hydrogen Deficiency Index: Degrees of Unsaturation 672\u003c\/p\u003e \u003cp\u003eReview of Concepts \u0026amp; Vocabulary • SkillBuilder Review Practice Problems • ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e15 Nuclear Magnetic Resonance Spectroscopy 684\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e15.1 Introduction to NMR Spectroscopy 685\u003c\/p\u003e \u003cp\u003e15.2 Acquiring a \u003csup\u003e1\u003c\/sup\u003eH NMR Spectrum 687\u003c\/p\u003e \u003cp\u003e15.3 Characteristics of a \u003csup\u003e1\u003c\/sup\u003eH NMR Spectrum 688\u003c\/p\u003e \u003cp\u003e15.4 Number of Signals 689\u003c\/p\u003e \u003cp\u003e15.5 Chemical Shift 695\u003c\/p\u003e \u003cp\u003e15.6 Integration 702\u003c\/p\u003e \u003cp\u003e15.7 Multiplicity 705\u003c\/p\u003e \u003cp\u003e15.8 Drawing the Expected \u003csup\u003e1\u003c\/sup\u003eH NMR Spectrum of a Compound 713\u003c\/p\u003e \u003cp\u003e15.9 Using \u003csup\u003e1\u003c\/sup\u003eH NMR Spectroscopy to Distinguish between Compounds 715\u003c\/p\u003e \u003cp\u003eBioLinks Detection of Impurities in Heparin Sodium Using \u003csup\u003e1\u003c\/sup\u003eH NMR Spectroscopy 717\u003c\/p\u003e \u003cp\u003e15.10 Analyzing a \u003csup\u003e1\u003c\/sup\u003eH NMR Spectrum 718\u003c\/p\u003e \u003cp\u003e15.11 Acquiring a \u003csup\u003e13\u003c\/sup\u003eC NMR Spectrum 721\u003c\/p\u003e \u003cp\u003e15.12 Chemical Shifts in \u003csup\u003e13\u003c\/sup\u003eC NMR Spectroscopy 721\u003c\/p\u003e \u003cp\u003e15.13 DEPT \u003csup\u003e13\u003c\/sup\u003eC NMR Spectroscopy 724\u003c\/p\u003e \u003cp\u003eBioLinks Magnetic Resonance Imaging (MRI) 727\u003c\/p\u003e \u003cp\u003eReview of Concepts \u0026amp; Vocabulary • SkillBuilder Review Practice Problems • ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e16 Conjugated Pi Systems and Pericyclic Reactions 738\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e16.1 Classes of Dienes 739\u003c\/p\u003e \u003cp\u003e16.2 Conjugated Dienes 740\u003c\/p\u003e \u003cp\u003e16.3 Molecular Orbital Theory 742\u003c\/p\u003e \u003cp\u003e16.4 Electrophilic Addition 746\u003c\/p\u003e \u003cp\u003e16.5 Thermodynamic Control vs. Kinetic Control 749\u003c\/p\u003e \u003cp\u003eWorldLinks Natural and Synthetic Rubbers 752\u003c\/p\u003e \u003cp\u003e16.6 An Introduction to Pericyclic Reactions 753\u003c\/p\u003e \u003cp\u003e16.7 Diels–Alder Reactions 754\u003c\/p\u003e \u003cp\u003e16.8 MO Description of Cycloadditions 760\u003c\/p\u003e \u003cp\u003e16.9 Electrocyclic Reactions 763\u003c\/p\u003e \u003cp\u003e16.10 Sigmatropic Rearrangements 768\u003c\/p\u003e \u003cp\u003eBioLinks The Photoinduced Biosynthesis of Vitamin D 770\u003c\/p\u003e \u003cp\u003e16.11 UV-Vis Spectroscopy 771\u003c\/p\u003e \u003cp\u003eWorldLinks Sunscreens 775\u003c\/p\u003e \u003cp\u003e16.12 Color 776\u003c\/p\u003e \u003cp\u003eWorldLinks Bleach 777\u003c\/p\u003e \u003cp\u003e16.13 Chemistry of Vision 777\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e17 Aromatic Compounds 788\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e17.1 Introduction to Aromatic Compounds 789\u003c\/p\u003e \u003cp\u003eWorldLinks What is Coal? 790\u003c\/p\u003e \u003cp\u003e17.2 Nomenclature of Benzene Derivatives 790\u003c\/p\u003e \u003cp\u003e17.3 Structure of Benzene 793\u003c\/p\u003e \u003cp\u003e17.4 Stability of Benzene 794\u003c\/p\u003e \u003cp\u003eWorldLinks Molecular Cages 798\u003c\/p\u003e \u003cp\u003e17.5 Aromatic Compounds Other Than Benzene 801\u003c\/p\u003e \u003cp\u003eBioLinks The Development of Nonsedating Antihistamines 806\u003c\/p\u003e \u003cp\u003e17.6 Reactions at the Benzylic Position 808\u003c\/p\u003e \u003cp\u003e17.7 Reduction of Benzene and Its Derivatives 813\u003c\/p\u003e \u003cp\u003e17.8 Spectroscopy of Aromatic Compounds 815\u003c\/p\u003e \u003cp\u003eWorldLinks Buckyballs and Nanotubes 818\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e18 Aromatic Substitution Reactions 828\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e18.1 Introduction to Electrophilic Aromatic Substitution 829\u003c\/p\u003e \u003cp\u003e18.2 Halogenation 829\u003c\/p\u003e \u003cp\u003eBioLinks Halogenation in Drug Design 832\u003c\/p\u003e \u003cp\u003e18.3 Sulfonation 833\u003c\/p\u003e \u003cp\u003eWorldLinks What Are Those Colors in Fruity Pebbles? 834\u003c\/p\u003e \u003cp\u003e18.4 Nitration 835\u003c\/p\u003e \u003cp\u003eBioLinks The Discovery of Prodrugs 837\u003c\/p\u003e \u003cp\u003e18.5 Friedel–Crafts Alkylation 838\u003c\/p\u003e \u003cp\u003e18.6 Friedel–Crafts Acylation 840\u003c\/p\u003e \u003cp\u003e18.7 Activating Groups 842\u003c\/p\u003e \u003cp\u003e18.8 Deactivating Groups 846\u003c\/p\u003e \u003cp\u003e18.9 Halogens: The Exception 848\u003c\/p\u003e \u003cp\u003e18.10 Determining the Directing Effects of a Substituent 850\u003c\/p\u003e \u003cp\u003e18.11 Multiple Substituents 853\u003c\/p\u003e \u003cp\u003e18.12 Synthesis Strategies 859\u003c\/p\u003e \u003cp\u003e18.13 Nucleophilic Aromatic Substitution 866\u003c\/p\u003e \u003cp\u003e18.14 Elimination-Addition 868\u003c\/p\u003e \u003cp\u003e18.15 Identifying the Mechanism of an Aromatic Substitution Reaction 870\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e19 Aldehydes and Ketones 884\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e19.1 Introduction to Aldehydes and Ketones 885\u003c\/p\u003e \u003cp\u003e19.2 Nomenclature 886\u003c\/p\u003e \u003cp\u003e19.3 Preparing Aldehydes and Ketones: A Review 888\u003c\/p\u003e \u003cp\u003e19.4 Introduction to Nucleophilic Addition Reactions 889\u003c\/p\u003e \u003cp\u003e19.5 Oxygen Nucleophiles 892\u003c\/p\u003e \u003cp\u003eBioLinks Acetals as Prodrugs 898\u003c\/p\u003e \u003cp\u003e19.6 Nitrogen Nucleophiles 900\u003c\/p\u003e \u003cp\u003eWorldLinks Beta-Carotene and Vision 904\u003c\/p\u003e \u003cp\u003e19.7 Hydrolysis of Acetals, Imines, and Enamines 908\u003c\/p\u003e \u003cp\u003eBioLinks Prodrugs 911\u003c\/p\u003e \u003cp\u003e19.8 Sulfur Nucleophiles 911\u003c\/p\u003e \u003cp\u003e19.9 Hydrogen Nucleophiles 912\u003c\/p\u003e \u003cp\u003e19.10 Carbon Nucleophiles 913\u003c\/p\u003e \u003cp\u003eWorldLinks Organic Cyanide Compounds in Nature 916\u003c\/p\u003e \u003cp\u003e19.11 Baeyer–Villiger Oxidation of Aldehydes and Ketones 921\u003c\/p\u003e \u003cp\u003e19.12 Synthesis Strategies 922\u003c\/p\u003e \u003cp\u003e19.13 Spectroscopic Analysis of Aldehydes and Ketones 925\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e20 Carboxylic Acids and Their Derivatives 938\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e20.1 Introduction to Carboxylic Acids 939\u003c\/p\u003e \u003cp\u003e20.2 Nomenclature of Carboxylic Acids 939\u003c\/p\u003e \u003cp\u003e20.3 Structure and Properties of Carboxylic Acids 941\u003c\/p\u003e \u003cp\u003e20.4 Preparation of Carboxylic Acids 944\u003c\/p\u003e \u003cp\u003e20.5 Reactions of Carboxylic Acids 945\u003c\/p\u003e \u003cp\u003e20.6 Introduction to Carboxylic Acid Derivatives 946\u003c\/p\u003e \u003cp\u003eBioLinks Sedatives 948\u003c\/p\u003e \u003cp\u003e20.7 Reactivity of Carboxylic Acid Derivatives 950\u003c\/p\u003e \u003cp\u003e20.8 Preparation and Reactions of Acid Chlorides 957\u003c\/p\u003e \u003cp\u003e20.9 Preparation and Reactions of Acid Anhydrides 962\u003c\/p\u003e \u003cp\u003eBioLinks How Does Aspirin Work? 964\u003c\/p\u003e \u003cp\u003e20.10 Preparation of Esters 965\u003c\/p\u003e \u003cp\u003e20.11 Reactions of Esters 966\u003c\/p\u003e \u003cp\u003eWorldLinks How Soap is Made 967\u003c\/p\u003e \u003cp\u003eBioLinks Esters as Prodrugs 968\u003c\/p\u003e \u003cp\u003e20.12 Preparation and Reactions of Amides 971\u003c\/p\u003e \u003cp\u003eWorldLinks Polyesters and Polyamides 972\u003c\/p\u003e \u003cp\u003eBioLinks Beta-Lactam Antibiotics 975\u003c\/p\u003e \u003cp\u003e20.13 Preparation and Reactions of Nitriles 976\u003c\/p\u003e \u003cp\u003e20.14 Synthesis Strategies 979\u003c\/p\u003e \u003cp\u003e20.15 Spectroscopy of Carboxylic Acids and Their Derivatives 984\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e21 Alpha Carbon Chemistry: Enols and Enolates 996\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e21.1 Introduction to Alpha Carbon Chemistry: Enols and Enolates 997\u003c\/p\u003e \u003cp\u003e21.2 Alpha Halogenation of Enols and Enolates 1004\u003c\/p\u003e \u003cp\u003e21.3 Aldol Reactions 1009\u003c\/p\u003e \u003cp\u003eWorldLinks Muscle Power 1012\u003c\/p\u003e \u003cp\u003e21.4 Claisen Condensations 1020\u003c\/p\u003e \u003cp\u003e21.5 Alkylation of the Alpha Position 1022\u003c\/p\u003e \u003cp\u003e21.6 Conjugate Addition Reactions 1031\u003c\/p\u003e \u003cp\u003eBioLinks Glutathione Conjugation and Biological Michael Reactions 1033\u003c\/p\u003e \u003cp\u003e21.7 Synthesis Strategies 1037\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e22 Amines 1054\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e22.1 Introduction to Amines 1055\u003c\/p\u003e \u003cp\u003eBioLinks Drug Metabolism Studies 1056\u003c\/p\u003e \u003cp\u003e22.2 Nomenclature of Amines 1056\u003c\/p\u003e \u003cp\u003e22.3 Properties of Amines 1059\u003c\/p\u003e \u003cp\u003eBioLinks Fortunate Side Effects 1060\u003c\/p\u003e \u003cp\u003eWorldLinks Chemical Warfare Among Ants 1064\u003c\/p\u003e \u003cp\u003e22.4 Preparation of Amines: A Review 1065\u003c\/p\u003e \u003cp\u003e22.5 Preparation of Amines via Substitution Reactions 1066\u003c\/p\u003e \u003cp\u003e22.6 Preparation of Amines via Reductive Amination 1069\u003c\/p\u003e \u003cp\u003e22.7 Synthesis Strategies 1071\u003c\/p\u003e \u003cp\u003e22.8 Acylation of Amines 1074\u003c\/p\u003e \u003cp\u003e22.9 Hofmann Elimination 1075\u003c\/p\u003e \u003cp\u003e22.10 Reactions of Amines with Nitrous Acid 1078\u003c\/p\u003e \u003cp\u003e22.11 Reactions of Aryl Diazonium Ions 1080\u003c\/p\u003e \u003cp\u003e22.12 Nitrogen Heterocycles 1084\u003c\/p\u003e \u003cp\u003eBioLinks H\u003csub\u003e2\u003c\/sub\u003e-Receptor Antagonists and the Development of Cimetidine 1085\u003c\/p\u003e \u003cp\u003e22.13 Spectroscopy of Amines 1087\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e23 Introduction to Organometallic Compounds 1100\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e23.1 General Properties of Organometallic Compounds 1101\u003c\/p\u003e \u003cp\u003e23.2 Organolithium and Organomagnesium Compounds 1102\u003c\/p\u003e \u003cp\u003e23.3 Lithium Dialkyl Cuprates (Gilman Reagents) 1105\u003c\/p\u003e \u003cp\u003e23.4 The Simmons–Smith Reaction and Carbenoids 1109\u003c\/p\u003e \u003cp\u003e23.5 Stille Coupling 1112\u003c\/p\u003e \u003cp\u003e23.6 Suzuki Coupling 1117\u003c\/p\u003e \u003cp\u003e23.7 Negishi Coupling 1123\u003c\/p\u003e \u003cp\u003e23.8 The Heck Reaction 1128\u003c\/p\u003e \u003cp\u003e23.9 Alkene Metathesis 1133\u003c\/p\u003e \u003cp\u003eWorldLinks Improving Biodiesel via Alkene Metathesis 1138\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems EduardHarkonen\/iStock\/Getty Images\u003c\/p\u003e \u003cp\u003e\u003cb\u003e24 Carbohydrates 1153\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e24.1 Introduction to Carbohydrates 1154\u003c\/p\u003e \u003cp\u003e24.2 Classification of Monosaccharides 1154\u003c\/p\u003e \u003cp\u003e24.3 Configuration of Aldoses 1157\u003c\/p\u003e \u003cp\u003e24.4 Configuration of Ketoses 1158\u003c\/p\u003e \u003cp\u003e24.5 Cyclic Structures of Monosaccharides 1160\u003c\/p\u003e \u003cp\u003e24.6 Reactions of Monosaccharides 1167\u003c\/p\u003e \u003cp\u003e24.7 Disaccharides 1174\u003c\/p\u003e \u003cp\u003eBioLinks Lactose Intolerance 1177\u003c\/p\u003e \u003cp\u003eWorldLinks Artificial Sweeteners 1178\u003c\/p\u003e \u003cp\u003e24.8 Polysaccharides 1179\u003c\/p\u003e \u003cp\u003e24.9 Amino Sugars 1180\u003c\/p\u003e \u003cp\u003e24.10 \u003ci\u003eN\u003c\/i\u003e-Glycosides 1181\u003c\/p\u003e \u003cp\u003eBioLinks Aminoglycoside Antibiotics 1182\u003c\/p\u003e \u003cp\u003eBioLinks Erythromycin Biosynthesis 1186\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e25 Amino Acids, Peptides, and Proteins 1194\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e25.1 Introduction to Amino Acids, Peptides, and Proteins 1195\u003c\/p\u003e \u003cp\u003e25.2 Structure and Properties of Amino Acids 1196\u003c\/p\u003e \u003cp\u003eWorldLinks Nutrition and Sources of Amino Acids 1198\u003c\/p\u003e \u003cp\u003eWorldLinks Forensic Chemistry and Fingerprint Detection 1202\u003c\/p\u003e \u003cp\u003e25.3 Amino Acid Synthesis 1203\u003c\/p\u003e \u003cp\u003e25.4 Structure of Peptides 1207\u003c\/p\u003e \u003cp\u003eBioLinks Polypeptide Antibiotics 1212\u003c\/p\u003e \u003cp\u003e25.5 Sequencing a Peptide 1213\u003c\/p\u003e \u003cp\u003e25.6 Peptide Synthesis 1216\u003c\/p\u003e \u003cp\u003e25.7 Protein Structure 1224\u003c\/p\u003e \u003cp\u003eBioLinks Diseases Caused by Misfolded Proteins 1227\u003c\/p\u003e \u003cp\u003e25.8 Protein Function 1227\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e26 Lipids 1238\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e26.1 Introduction to Lipids 1239\u003c\/p\u003e \u003cp\u003e26.2 Waxes 1240\u003c\/p\u003e \u003cp\u003e26.3 Triglycerides 1241\u003c\/p\u003e \u003cp\u003e26.4 Reactions of Triglycerides 1244\u003c\/p\u003e \u003cp\u003eWorldLinks Soaps Versus Synthetic Detergents 1249\u003c\/p\u003e \u003cp\u003e26.5 Phospholipids 1253\u003c\/p\u003e \u003cp\u003eBioLinks Polyether Antibiotics 1256\u003c\/p\u003e \u003cp\u003e26.6 Steroids 1257\u003c\/p\u003e \u003cp\u003eBioLinks Cholesterol and Heart Disease 1260\u003c\/p\u003e \u003cp\u003eBioLinks Anabolic Steroids and Competitive Sports 1263\u003c\/p\u003e \u003cp\u003e26.7 Prostaglandins 1263\u003c\/p\u003e \u003cp\u003eBioLinks NSAIDs and COX-2 Inhibitors 1265\u003c\/p\u003e \u003cp\u003e26.8 Terpenes 1266\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003e\u003cb\u003e27 Synthetic Polymers 1277\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e27.1 Introduction to Synthetic Polymers 1278\u003c\/p\u003e \u003cp\u003e27.2 Nomenclature of Synthetic Polymers 1279\u003c\/p\u003e \u003cp\u003e27.3 Copolymers 1280\u003c\/p\u003e \u003cp\u003e27.4 Polymer Classification by Reaction Type 1281\u003c\/p\u003e \u003cp\u003e27.5 Polymer Classification by Mode of Assembly 1289\u003c\/p\u003e \u003cp\u003e27.6 Polymer Classification by Structure 1291\u003c\/p\u003e \u003cp\u003e27.7 Polymer Classification by Properties 1294\u003c\/p\u003e \u003cp\u003eWorldLinks Safety Glass and Car Windshields 1295\u003c\/p\u003e \u003cp\u003e27.8 Polymer Recycling 1296\u003c\/p\u003e \u003cp\u003eReview of Reactions • Review of Concepts \u0026amp; Vocabulary SkillBuilder Review • Practice Problems ACS-Style Problems (Multiple Choice) Integrated Problems • Challenge Problems\u003c\/p\u003e \u003cp\u003eAppendix: Nomenclature of Polyfunctional Compounds A–1\u003c\/p\u003e \u003cp\u003eSelected Answers ANS–1\u003c\/p\u003e \u003cp\u003eGlossary G–1\u003c\/p\u003e \u003cp\u003eIndex I–1\u003c\/p\u003e \u003cp\u003e\u003cb\u003eDavid Klein\u003c\/b\u003e is a lecturer at Johns Hopkins University where he teaches Organic and General Chemistry. He is a dynamic and creative teacher and uses analogy to help students grasp difficult topics. Klein's unique informal voice and manner of presentation help students truly master key topics in this course. He is also the author of \u003ci\u003eOrganic Chemistry as a Second Language\u003c\/i\u003e; response to this book has been phenomenal.\u003c\/p\u003e","brand":"Wiley","offers":[{"title":"Default Title","offer_id":47989727101157,"sku":"NP9781119659594","price":111.0,"currency_code":"USD","in_stock":false}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/1842\/7735\/files\/9781119659594.jpg?v=1761785266","url":"https:\/\/k12savings.com\/products\/organic-chemistry-isbn-9781119659594","provider":"K12savings","version":"1.0","type":"link"}