Chemistry S I X T H E D I T I O N Raymond Chang Williams College WCB McGraw-Hill Boston, Massachusetts Burr Ridge, Illinois Dubuque, Iowa Madison, Wisconsin New York, New York San Francisco, California St. Louis, Missouri Contents PREFACE CHAPTER 1 XXV CHEMISTRY: THE STUDY OF CHANGE 1.1 Chemistry: A Science for the Twenty-First Century 4 1.2 The Study of Chemistry 7 1.3 The Scientific Method 8 1.4 Classifications of Matter 10 Substances and Mixtures /Elements and Compounds 1.5 The Three States of Matter 12 1.6 Physical a n d Chemical Properties of Matter 13 1.7 Measurement 14 SI Units/Mass and Weigbt/ Volume/Density/ 1.8 Temperature Scales Handling Numbers 19 Scientific Notation / Signißcant Figures 1.9 The Factor-Label Method of Solving Problems 25 CHEMISTRY IN ACTION: Primordial Helium and the Big Bang Theory 28 Summary of Key Equations Key Words CHAPTER 2 29 / Summary of Facts and Concepts 30 / Questions and Problems 30 / 30 ATOMS, MOLECULES, AND IONS 36 2.1 The Atomic Theory 38 2.2 The Structure of the Atom 39 The Electron /Radioactivity / The Proton and the Nucleus / The Neutron 2.3 Atomic Number, Mass Number, a n d Isotopes 45 2.4 T h e Periodic Table 46 2.5 Molecules a n d Ions 47 Molecules / Ions 2.6 Chemical Formulas Molecular Formulas /Empirical 50 Formulas VII CONTENTS 2.7 Naming Compounds 53 Ionic Compounds /Molecular Compounds /Acids and Bases /'Hydrates / Familiär Inorganic Compounds CHEMISTRY IN ACTION: Distribution of Elements on Earth and in Living Systems 62 Summary of Facts and Concepts Questions and Problems CHAPTER 3 61 / Key Words 63 / 63 68 MASS RELATIONSHIPS IN CHEMICAL REACTIONS Atomic Mass 70 Average Atomic Mass Molar Mass of an Element a n d Avogadro's N u m b e r 71 Molecular Mass 74 The Mass Spectrometer 76 Percent Composition of C o m p o u n d s 77 CHEMISTRY IN ACTION: Gold Fingerprinting by Mass 3.6 Spectrometry 78 Experimental Determination of Empirical Formulas 82 Determination of Molecular Formulas 3.7 Chemical Reactions and Chemical Equations Writing Chemical Equations /Balancing 84 Chemical Equations 3.8 Amounts of Reactants a n d Products 89 3.9 Limiting Reagents 92 3.10 Reaction Yield 94 CHEMISTRY IN ACTION: Chemical Fertilizers 96 Summary of Key Equations Key Words 97 / Summary of Facts and Concepts 98 / Questions and Problems 97 / 98 CHEMISTRY IN THREE DIMENSIONS • Determining Avogadro's N u m b e r CHAPTER 4 f r o m the Structure of a Solid 106 REACTIONS IN AQUEOUS SOLUTION 108 4.1 General Properties of Aqueous Solutions 110 Electrolytic Properties 4.2 Precipitation Reactions Solubility /Molecular Equations and Ionic Equations 112 CONTENTS 4.3 Acid-Base Reactions ix 115 General Properties of Acids and Bases / Bmnsted Acids and Bases/ Acid-Base 4.4 Neutralization CHEMISTRY IN ACTION: A n Undesirable Precipitation Reaction 116 Oxidation-Reduction Reactions 120 Oxidation Number/Types 4.5 of Redox Reaction Concentration of Solutions 131 Dilation of Solutions CHEMISTRY IN ACTION: Breath Analyzer 132 4.6 Gravimetrie Analysis 136 4.7 Acid-Base Titrations 138 4.8 Redox Titrations 140 CHEMISTRY IN ACTION: Metal f r o m the Sea 143 Summary of Key Equations Key Words CHAPTER 5 142 / Summary of Facts and Concepts 144 / Questions and Problems 142 / 144 CHEMICAL MYSTERY • W h o K i l l e d N a p o l e o n ? 152 GASES 154 5.1 Substances That Exist as Gases 156 5-2 Pressure of a Gas 156 SL Units of Pressure / Atmospheric Pressure 5.3 The Gas Laws löO The Pressure-Volume Relationship: Boyle's Law/ The Temperature-Volume Relationship: Charles' and Gay-Lussac's Law/The Volume-Amount Relationship: Avogadro's Law 5.4 T h e Ideal Gas Equation 166 Density Calculations / The Molar Mass of a Gaseous Substance 5.5 Gas Stoichiometry 172 5.6 Dalton's Law of Partial Pressures 174 CHEMISTRY IN ACTION: Scuba Diving a n d the Gas Laws 179 The Kinetic Molecular Theory of Gases 178 5.7 Application to the Gas Laws / Distribution of Molecular Speeds / Root Mean Square Speed/ Gas Diffusion CHEMISTRY IN ACTION: Super Cold Atoms 186 CONTENTS 5.8 Deviation from Ideal Behavior Summary of Key Equations U CHAPTER 6 Key Words 185 190 / Summary of Facts and Concepts 191 / Questions and Problems 190 / 191 CHEMICAL MYSTERY • Out of Oxygen 200 THERMOCHEMISTRY 202 6.1 The Nature of Energy a n d Types of Energy 204 6.2 Energy Changes in Chemical Reactions 205 6.3 Enthalpy 206 Thermochemical 6.4 Equations Calorimetry 209 Specific Heat and Heat Capacity/Constant-Volume Calorimetry/ Constant-Pressure Calorimetry 6.5 6.6 CHEMISTRY IN ACTION: Fuel Values of Foods and Other Substances 215 Standard Enthalpy of Formation a n d Reaction 214 CHEMISTRY IN ACTION: How a Bombardier Beetle Defends Itself 221 Heat of Solution a n d Dilution 220 Heat of Solution / Heat of Dilution 6.7 Introduction to Thermodynamics The First Law of Thermodynamics/ Enthalpy and the First Law of 223 Work and Heat/ Thermodynamics CHEMISTRY IN ACTION: Making Snow and Inflating a Bicycle Tire Summary of Key Equations Key Words 230 / Summary of Facts and Concepts 232 / Questions and Problems 232 / 232 CHEMICAL MYSTERY • The Exploding Tire CHAPTER 7 240 QUANTUM THEORY AND THE ELECTRONIC STRUCTURE OF ATOMS 7.1 242 From Classical Physics to Q u a n t u m Theory Properties of Waves /Electromagnetic Radiation /'Planck 's Quantum 244 Theory 7.2 The Photoelectric Effect 248 7-3 Bohr's Theory of the Hydrogen Atom 250 Emission Spectra /Emission Spectrum of the Hydrogen Atom ', 231 CONTENTS 7.4 7.5 xi CHEMISTRY IN ACTION: Element from the Sun 255 CHEMISTRY IN ACTION: Laser—The Splendid Light 256 The Dual Nature of the Electron 254 CHEMISTRY IN ACTION: Electron Microscopy 259 Q u a n t u m Mechanics 258 The Quantum Mechanical Description of the Hydrogen Atom 7.6 261 Q u a n t u m Numbers The Principal Quantum Number (n)/The Angular Momentum Quantum Number (l)/The Magnetic Quantum Number (ntj)/ The Electron Spin Quantum Number (m^ 7.7 263 Atomic Orbitals s Orbitals/p Orbitals/ d Orbitals and Other Higher-Energy Orbitals/ The Energies of Orbitals 7.8 267 Electron Configuration The Pauli Exclusion Principle / Diamagnetism and Paramagnetism / The Shielding Effect in Many-Electron Atoms /Hund's Rule/ General Rules for Assigning Electrons to Atomic Orbitals 7.9 Summary of Key Equations Key Words CHAPTER 8 274 The Building-up Principle 277 / Summary of Facts and Concepts 279 / Questions and Problems 278 / 279 PERIODIC RELATIONSHIPS A M O N G THE ELEMENTS 286 8.1 D e v e l o p m e n t of the Periodic Table 288 8.2 Periodic Classification of the Elements 290 Representing Free Elements in Chemical Equations / Electron Conßgurations of Cations and Anions 8.3 Periodic Variation in Physical Properties 294 Effective Nuclear Charge /Atomic Radius / Ionic Radius / Variation of Physical Properties Across a Period and Within a Group CHEMISTRY IN ACTION: The Third Liquid Element? 302 Ionization Energy 301 8.5 Electron Affinity 305 8.6 Variation in Chemical Properties of the Representative Elements 308 8.4 General Trends in Chemical Properties / Comparison of Groups 1A and 1B Elements /Properties of Oxides Across a Period xii CONTENTS CHEMISTRY IN ACTION: Discovery of the Noble Gases Summary of Facts and Concepts Questions and Problems CHAPTER 9 320 / Key Words 319 321 / 321 CHEMICAL BONDING I: BASIC CONCEPTS 328 9.1 Lewis Dot Symbols 330 9.2 The Ionic Bond 330 9.3 Lattice Energy of Ionic C o m p o u n d s 332 The Born-Haber Cycle for Determining Lattice Energies/ Lattice Energy and the Formulas ofLonic Compounds CHEMISTRY IN ACTION: Sodium Chloride—A Common and Important 9.4 Ionic Compound 337 The Covalent Bond 337 Comparison of the Properties of Covalent and Lonic Compounds 9.5 Electronegativity 340 Electronegativity and Oxidation Number 9.6 Writing Lewis Structures 343 9.7 Formal Charge a n d Lewis Structure 346 9-8 The Concept of Resonance 348 9.9 Exceptions to the Octet Rule 350 The Lncomplete Octet / Odd-Electron Molecules / The Expanded Octet 9.10 CHEMISTRY IN ACTION: Just Say NO 352 Bond Dissociation Energy 354 Use of Bond Energies in Thermochemistry Summary of Key Equations Key Words 358 / Summary of Facts and Concepts 359 / Questions and Problems 359 359 / CONTENTS CHAPTER 10 CHEMICAL BONDING II: MOLECULAR GEOMETRY AND HYBRIDIZATION OF ATOMIC ORBITALS 10.1 XÜi 366 368 Molecular Geometry Molecules in Which the Central Atom Has No Lerne Pairs /'Molecules in Which the Central Atom Has One or More Lone Pairs/ Geometry of Molecules with More than One Central Atom/ Guidelines for Applying the VSEPR Model 10.2 Dipole Moments 377 CHEMISTRY IN ACTION: M i c r o w a v e Ovens —Dipole Moments at Work 382 10.3 Valence Bond Theory 10.4 Hybridization of Atomic Orbitals 381 384 sp3 Hybridization / sp Hybridization / sp2 Hybridization / Procedure for Hybridizing Atomic Orbitals/Hybridization 10.5 ofs, p, and d Orbitals Hybridization in Molecules Containing D o u b l e a n d Triple Bonds 10.6 393 396 Molecular Orbital Theory Bonding and Antibonding Molecular Orbitals 10.7 398 Molecular Orbital Configurations Rules Governing Molecular Electron Configurations and Stability / Hydrogen and Helium Molecules /Homonuclear Diatomic Molecules of Second-Period Elements / The Lithium Molecule (Li^)/ The Carbon Molecule (C2) / The Oxygen Molecule (O2) 10.8 Delocalized Molecular Orbitals 405 The Benzene Molecule / The Carbonate Ion Summary of Key Equations Key Words CHAPTER 11 407 / Summary of Facts and Concepts 408 / Questions and Problems 407 / 408 CHEMISTRY IN THREE DIMENSIONS • Buckyball and Other Large Ätiotropes of Carbon 414 INTERMOLECULAR FORCES AND LIQUIDS AND SOLIDS 416 11.1 T h e Kinetic Molecular Theory of Liquids a n d Solids 418 11.2 Intermolecular Forces 418 Dipole-Dipole Forces/Ion-Dipole Forces/Dispersion Forces/ The Hydrogen Bond 11.3 Properties of Liquids Surface Tension / Viscosity / The Structure and Properties of Water 424 CONTENTS 11.4 CHEMISTRY IN ACTION: Why Do Lakes Freeze From the Top Down? 429 Crystal Structure 428 Packing Spheres / Closest Packing 11.5 X-Ray Diffraction by Crystals 435 11.6 Types of Crystals 437 lonic Crystals / Covalent Crystals /Molecular Crystals /Metallic Crystals CHEMISTRY IN ACTION: High-Temperature Superconductors 443 11.7 Amorphous Solids 441 11.8 Phase Changes 442 Liquid-Vapor Equilibrium/Heat of Vaporization and Boiling Point/ Liquid-Solid Equilibrium/Solid-Vapor 11.9 Equilibrium Phase Diagrams 453 Water/ Carbon Dioxide CHEMISTRY IN ACTION: Hard-Boiling an Egg on a Mountaintop, Pressure Cookers, and Ice Skating Summary of Key Equations Key Words 455 454 / Summary of Facts and Concepts 456 / Questions and Problems 454 / 457 CHEMISTRY IN THREE DIMENSIONS • A Crystal of Gigantic CHAPTER 12 Proportions 464 PHYSICAL PROPERTIES OF SOLUTIONS 466 12.1 Types of Solutions 468 12.2 A Molecular View of the Solution Process 12.3 Concentration Units 469 471 Types of Concentration Units / Comparison of Concentration Units 12.4 The Effect of Temperature o n Solubility 475 Solid Solubility and Temperature/ Gas Solubility and Temperature 12.5 12.6 T h e Effect of Pressure o n the Solubility of Gases 477 CHEMISTRY IN ACTION: The Killer Lake 480 Colligative Properties of Nonelectrolyte Solutions 479 Vapor-Pressure Lowering / Boiling-Point Elevation / Freezing-Point Depression / Osmotic Pressure / Using Colligative Properties to Determine Molar Mass 12.7 Colligative Properties of Electrolyte Solutions 490 CONTENTS 12.8 Colloids 492 CHEMISTRY IN ACTION: Desalination 493 Summary of Key Equations Key Words CHAPTER 13 XV 496 / Summary of Facts and Concepts 497 / Questions and Problems 496 / 497 CHEMICAL MYSTERY • The Wrong Knife 504 CHEMICAL KINETICS 506 13.1 The Rate of a Reaction 508 Reaction of Molecular Bromine and Formic Acid / Decomposition of Hydrogen Peroxide/Reaction Rates and Stoichiometry 13.2 The Rate Law 514 13.3 The Relation Between Reactant Concentration and Time 517 First-Order Reactions / Second-Order Reactions 13.4 CHEMISTRY IN ACTION: Determining the Age of the Shroud of Turin 527 Activation Energy a n d Temperature D e p e n d e n c e of Rate Constants 526 The Collision Theory of Chemical Kinetics / The Arrhenius Equation 13.5 Reaction Mechanisms 533 Rate Lauts and Elementary Steps /Experimental Support for Reaction Mechanisms 13.6 Catalysis 538 Heterogeneous Catalysis / Homogeneous Catalysis / Enzyme Catalysis Summary of Key Equations Key Words 546 / Summary of Facts and Concepts 546 / Questions and Problems 546 / 547 CHEMISTRY IN THREE DIMENSIONS • The Molecular Basis of Smell CHAPTER 14 and Taste 556 CHEMICAL EQUILIBRIUM 558 14.1 The Concept of Equilibrium a n d the Equilibrium Constant The Equilibrium 14.2 560 Constant Writing Equilibrium Constant Expressions Homogeneous Equilibria /Heterogeneous Equilibria /Multiple 562 Equilibria/ The Form of K and the Equilibrium Equation / Summary of the Rulesfor Writing Equilibrium Constant Expressions 14.3 The Relationship Between Chemical Kinetics a n d Chemical Equilibrium 572 XVI CONTENTS 14.4 What D o e s the Equilibrium Constant Teil Us? Predicting the Direction of a Reaction / Calculating 574 Equilibrium Concentrations 14.5 Factors That Affect Chemical Equilibrium 579 Le Chatelier's Principle / Changes in Concentration / Changes in Volume and Pressure / Changes in Temperature / The Effect of a Catalyst/ Summary of Factors That May Affect the Equilibrium Position CHEMISTRY IN ACTION: The Haber Process 585 CHEMISTRY IN ACTION: Life at High Altitudes and Hemoglobin Production 586 Summary of Key Equations Key Words CHAPTER 15 587 / Summary of Facts and Concepts 588 / Questions and Problems 587 / 588 ACIDS AND BASES 596 Bronsted Acids and Bases 598 The Acid-Base Properties of Water 599 The Ion Product of Water p H — A Measure of Acidity 601 Strength of Acids a n d Bases 603 Weak Acids and Acid lonization Constants 606 Weak Bases a n d Base lonization Constants 613 The Relationship Between the lonization Constants of Acids and Their Conjugate Bases 615 Diprotic a n d Polyprotic Acids 6l6 Molecular Structure and the Strength of Acids 620 Acid-Base Properties of Saks 622 Salts That Produce Neutral Solutions / Salts That Produce Acidic Solutions / Salts in Which Both the Cation and the Anion 15.11 Acid-Base Properties of Oxides a n d Hydroxides Basic and Amphoteric 15-12 Hydrolyze 628 Hydroxides Lewis Acids a n d Bases 631 CHEMISTRY IN ACTION: Antacids and the pH Balance in Your Stomach 633 Summary of Key Equations Key Words 634 / Summary of Facts and Concepts 635 / Questions and Problems 635 / 635 CHEMICAL MYSTERY • Acid-Damaged Papers 642 CONTENTS CHAPTER 16 XVÜ ACID-BASE EQUILIBRIA AND SOLUBILITY EQUILIBRIA 16.1 H o m o g e n e o u s versus Heterogeneous Solution Equilibria 16.2 The C o m m o n Ion Effect 16.3 Buffer Solutions 644 646 646 649 Preparing a Solution with a Specific pH 16.4 653 Acid-Base Titrations Strong Acid-Strong Base Titrations/ Weak Acid-Strong Base Titrations/ Strong Acid-Weak Base Titrations 16.5 16.6 Acid-Base Indicators 660 CHEMiSTRY IN ACTION: Maintaining the pH of Blood 663 Solubility Equilibria 664 Solubility Product/Molar Solubility and Solubility/ Predicting Precipitation Reactions 16.7 Separation of Ions by Fractional Precipitation 16.8 The C o m m o n Ion Effect a n d Solubility 16.9 p H and Solubility 16.10 Complex Ion Equilibria and Solubility 16.11 Application of the Solubility Product Principle to Qualitative 670 672 673 676 Analysis CHEMISTRY IN ACTION: How an Eggshell Is Made Summary of Key Equations Key Words 683 / Summary of Facts and Concepts 684 / Questions and Problems CHEMICAL MYSTERY • A Hard-Boiled Snack 683 683 / 684 690 XVÜI CONTENTS CHAPTER 17 692 CHEMISTRY IN THE ATMOSPHERE 17.1 17.2 Earth's Atmosphere 694 P h e n o m e n a in the Outer Layers of the Atmosphere 696 Aurora Borealis and Aurora Australis / The Mystery Glow of Space Shuttles 17.3 Depletion of O z o n e in the Stratosphere 700 Polar Ozone Holes 17.4 Volcanoes 704 17.5 The Greenhouse Effect 705 17.6 Acid Rain 711 17.7 Photochemical Smog 714 17.8 Indoor Pollution 716 The Riskfrom Radon / Carbon Dioxide and Carbon Monoxide/ Formaldehyde Summary of Facts and Concepts Questions and Problems CHAPTER 18 719 / Key Words 720 / 720 724 ENTROPY, FREE ENERGY, AND EQUILIBRIUM 18.1 18.2 The Three Laws of Thermodynamics 726 Spontaneous Processes a n d Entropy 726 Entropy 18.3 The Second Law of Thermodynamics Entropy Changes in the System/Entropy 731 Changes in the Surroundings/ The Third Law of Thermodynamics and Absolute Entropy 18.4 CHEMISTRY IN ACTION: The Efficiency of Heat Engines 736 Gibbs Free Energy 735 Standard Free-Energy Changes /Applications (18.7) 18.5 Free Energy and Chemical Equilibrium 743 18.6 Thermodynamics in Living Systems 747 CHEMISTRY IN ACTION: The Thermodynamics of a Rubber Band 748 Summary of Key Equations Key Words CHAPTER 19 of Equation 749 / Summary of Facts and Concepts 750 / Questions and Problems ELECTROCHEMISTRY 19.1 Redox Reactions 19.2 Electrochemical Cells 749 / 750 756 758 Balancing Redox Equations 761 CONTENTS xix 19.3 Standard Electrode Potentials 763 19-4 Spontaneity of Redox Reactions 768 19.5 Effect of Concentration o n Cell emf 771 The Nernst Equation / Concentration Cells 19.6 Batteries 775 The Dry Cell Battery/ The Mercury Battery / The Lead Storage Battery / Solid-State Lithium Battery /Fuel Cells 19-7 Corrosion 780 19-8 Electrolysis 784 Electrolysis of Motten Sodium Chloride / Electrolysis of Water / Electrolysis of an Aqueous Sodium Chloride Solution / Quantitative Aspects of Electrolysis CHEMISTRY IN ACTION: Dental Filling Discomfort Summary of Key Equations Key Words CHAPTER 2 0 H I V ? JvBkm mm 785 791 / Summary of Facts and Concepts 791 / Questions and Problems 791 / 792 CHEMICAL MYSTERY • Tainted Water 800 METALLURGY AND THE CHEMISTRY OF METALS 802 20.1 Occurrence of Metals 804 20.2 Metallurgical Processes 804 Preparation ofthe Ore / Production of Metals / The Metallurgy of Iron / Steelmaking / Purification of Metals 20.3 812 Band Theory of Conductivity Conductors / Semiconductors iL. m 20.4 Periodic Trends in Metallic Properties 815 20.5 The Alkali Metals 816 20.6 The Alkaline-Earth Metals 820 Magnesium / Calcium WHB$$ 20.7 Aluminum 822 CHEMISTRY IN ACTION: Recycling Aluminum 825 Summary of Facts and Concepts Questions and Problems CHAPTER 21 826 / Key Words 826 / 826 NONMETALLIC ELEMENTS AND THEIR COMPOUNDS 830 21.1 General Properties of Nonmetallic Elements 832 21.2 Hydrogen 832 XX CONTENTS Binary Hydrides / Isotopes of Hydrogen /Hydrogenation / The Hydrogen Economy 21.3 21.4 CHEMISTRY IN ACTION: Metallic Hydrogen 838 Carbon 837 CHEMISTRY IN ACTION: Synthetic Gas from Coal 841 Nitrogen and Phosphorus 842 Nitrogen /Phosphorus 21.5 CHEMISTRY IN ACTION: Ammonium Nitrate—The Explosive Fertilizer 849 Oxygen and Sulfur 850 Oxygen /Sulfur 21.6 The Halogens 857 Preparation and General Properties qfthe Halogens / Compounds of the Halogens / Uses of the Halogens Summary of Facts and Concepts Questions and Problems CHAPTER 2 2 864 / Key Words 865 / 865 TRANSITION METAL CHEMISTRY AND COORDINATION 870 COMPOUNDS 22.1 Properties of the Transition Metals 22.2 Chemistry of Iron and Copper 872 General Physical Properties / Electron Configurations / Oxidation States 875 Iron / Copper 22.3 Coordination C o m p o u n d s 876 Oxidation Numbers of Metals in Coordination Compounds / Nantes of Coordination 22.4 Compounds Structure of Coordination C o m p o u n d s 881 Geometrie Isomers / Optical Isomers 22.5 Bonding in Coordination C o m p o u n d s : Crystal Field Theory 883 Crystal Field Splitting in Octahedral Complexes / Tetrahedral and Square-Planar Complexes 22.6 22.7 Reactions of Coordination C o m p o u n d s 890 Applications of Coordination C o m p o u n d s 891 Metallurgy / Chemical Analysis / Detergents CHEMISTRY IN ACTION: Coordination Compounds in Living Systems Summary of Key Equation Key Words 894 / Summary of Facts and Concepts 895 / Questions and Problems 892 894 / 895 CHEMISTRY IN THREE DIMENSIONS • Anticancer Coordination Compounds 898 CONTENTS CHAPTER 2 3 XXI CHEMICAL MYSTERY • Dating Paintings with Prussian Blue 900 NUCLEAR CHEMISTRY 902 23.1 904 The Nature of Nuclear Reactions Balancing Nuclear Equations 906 23.2 Nuclear Stability 23.3 Natural Radioactivity Nuclear Binding Energy 911 Kinetics of Radioactive Decay / Dating Based on Radioactive Decay 23.4 Nuclear Transmutation 23-5 Nuclear Fission The Transuranium Elements The Atomic Bomb/Nuclear 23.6 914 916 Reactors CHEMISTRY IN ACTION: Nature's Own Fission Reactor 922 Nuclear Fusion 923 Fusion Reactors / The Hydrogen Bomb 23.7 926 Uses of Isotopes Structural Determination / Study of Photosynthesis / Isotopes in Medicine 23.8 Biological Effects of Radiation 928 CHEMISTRY IN ACTION: Food Irradiation 930 Summary of Key Equation Key Words ! - 929 / Summary of Facts and Concepts 931 / Questions and Problems 930 / 931 CHEMICAL MYSTERY • The Art Forgery of the Century 936 ORGANIC CHEMISTRY 938 ; CHAPTER 24 24.1 Classes of Organic C o m p o u n d s 940 24.2 Aliphatic Hydrocarbons 940 Alkanes/ Alkenes /Alkynes CHEMISTRY IN ACTION: Ice That Bums 952 24.3 Aromatic Hydrocarbons 953 24.4 Chemistry of the Functional Groups 956 Alcohols /Ethers /Aldehydes and Ketones / Carboxylic Acids /Esters / Amines / Summary of Functional Groups CHEMISTRY IN ACTION: The Petroleum Industry Summary of Facts and Concepts Questions and Problems 965 965 / Key Words 962 965 / CHAPTER 25 SYNTHETIC AND NATURAL ORGANIC POLYMERS 25.1 25.2 Properties of Polymers 972 Synthetic Organic Polymers Addition Reactions / Condensation 25.3 25.4 970 972 Reactions Proteins 976 CHEMISTRY IN ACTION: Sickle-Cell Anemia—A Molecular Disease 985 Nucleic Acids 986 CHEMISTRY IN ACTION: DNA Fingerprinting 989 Summary of Facts and Concepts Questions and Problems 990 / Key Words 991 / 991 CHEMISTRY IN THREE DIMENSIONS • Cis-Trans Isomerization in the Vision Process 992 Appendix 1 The Elements and the Derivation of Their Names and Symbols A-0 Appendix 2 Units for the Gas Constant A-7 Appendix 3 Selected Thermodynamic Data at 1 atm and 25°C A-8 Appendix 4 Mathematical Operations A-14 Glossary A-16 Answers to Even-Numbered Problems A-26 Index 1-1 Photo Credits C-l