Efnisyfirlit

• Cover
• Introduction
  • About This Book
  • Foolish Assumptions
  • Icons Used in This Book
  • Beyond the Book
  • Where to Go from Here
• Part 1: Getting Started with Organic Chemistry
  • Chapter 1: The Wonderful World of Organic Chemistry
    • Shaking Hands with Organic Chemistry
    • What Are Organic Molecules, Exactly?
    • An Organic Chemist by Any Other Name …
  • Chapter 2: Dissecting Atoms: Atomic Structure and Bonding
    • Electron House Arrest: Shells and Orbitals
    • Atom Marriage: Bonding
    • To Share or Not to Share: Ionic and Covalent Bonding
    • Separating Charge: Dipole Moments
    • Seeing Molecular Geometries
    • It’s All Greek to Me: Sigma and Pi Bonding
  • Chapter 3: Speaking with Pictures: Drawing Structures
    • Picture-Talk: Lewis Structures
    • Problem Solving: Arrow Pushing
    • Drawing Resonance Structures
  • Chapter 4: Covering the Bases (And the Acids)
    • A Defining Moment: Acid-Base Definitions
    • Comparing Acidities of Organic Molecules
    • Defining pKa: A Quantitative Scale of Acidity
    • Problem Solving: Predicting the Direction of Acid-Base Reactions at Equilibrium
  • Chapter 5: Reactivity Centers: Functional Groups
    • Hydrocarbons
    • Singly Bonded Heteroatoms
    • Carbonyl Compounds
    • Test Your Knowledge
  • Chapter 6: Seeing in 3-D: Stereochemistry
    • Drawing Molecules in 3-D
    • Comparing Stereoisomers and Constitutional Isomers
    • Mirror Image Molecules: Enantiomers
    • Seeing Chiral Centers
    • Assigning Configurations to Chiral Centers: The R/S Nomenclature
    • Problem Solving: Determining R/S Configuration
    • The Consequences of Symmetry: Meso Compounds
    • Rotating Plane-Polarized Light
    • Multiple Chiral Centers: Diastereomers
    • Representing 3-D Structures on Paper: Fischer Projections
    • Keeping the Jargon Straight
• Part 2: Hydrocarbons
  • Chapter 7: What’s in a Name? Alkane Nomenclature
    • All in a Line: Straight-Chain Alkanes
    • Reaching Out: Branching Alkanes
  • Chapter 8: Drawing Alkanes
    • Converting a Name to a Structure
    • Conformation of Straight-Chain Alkanes
    • Full Circle: Cycloalkanes
    • Problem Solving: Drawing the Most Stable Chair Conformation
    • Reacting Alkanes: Free-Radical Halogenation
  • Chapter 9: Seeing Double: The Alkenes
    • Defining Alkenes
    • Taking Away Hydrogens: Degrees of Unsaturation
    • The Nomenclature of Alkenes
    • The Stereochemistry of Alkenes
    • Stabilities of Alkenes
    • Formation of Alkenes
  • Chapter 10: Reactions of Alkenes
    • Adding Hydrohalic Acids across Double Bonds
    • I’m Positive: Carbocations
    • Adding Water across Double Bonds
    • Chopping Up Double Bonds: Ozonolysis
    • Double-Bond Cleavage: Permanganate Oxidation
    • Making Cyclopropanes with Carbenes
    • Making Cyclopropanes: The Simmons–Smith Reaction
    • Making Epoxides
    • Adding Hydrogen: Hydrogenation
  • Chapter 11: It Takes Alkynes: The Carbon-Carbon Triple Bond
    • Naming Alkynes
    • Seeing Alkyne Orbitals
    • Alkynes in Rings
    • Making Alkynes
• Part 3: Functional Groups
  • Chapter 12: Replacing and Removing: Substitution and Elimination Reactions
    • Group Swap: Substitution Reactions
    • Seeing Second-Order Substitution: The SN2 Mechanism
    • First-Order Substitution: The SN1 Reaction
    • Seeing Elimination Reactions
    • Help! Distinguishing Substitution from Elimination
  • Chapter 13: Getting Drunk on Organic Molecules: The Alcohols
    • Classifying Alcohols
    • An Alcohol by Any Other Name: Naming Alcohols
    • Alcohol-Making Reactions
    • Reactions of Alcohols
  • Chapter 14: Side-by-Side: Conjugated Alkenes and the Diels–Alder Reaction
    • Seeing Conjugated Double Bonds
    • Addition of Hydrohalic Acids to Conjugated Alkenes
    • The Diels–Alder Reaction
    • Problem Solving: Determining Products of Diels–Alder Reactions
  • Chapter 15: Lord of the Rings: Aromatic Compounds
    • Defining Aromatic Compounds
    • Explaining Aromaticity: Molecular Orbital Theory
    • Problem Solving: Determining Aromaticity
    • Problem Solving: Predicting Acidities and Basicities
    • Naming Benzenes and Aromatics
  • Chapter 16: Bringing Out the Howitzers: Reactions of Aromatic Compounds
    • Electrophilic Aromatic Substitution of Benzene
    • Adding Two: Synthesis of Disubstituted Benzenes
    • Problem Solving: Synthesis of Substituted Benzenes
    • Nucleophiles Attack! Nucleophilic Aromatic Substitution
• Part 4: Spectroscopy and Structure Determination
  • Chapter 17: A Smashing Time: Mass Spectrometry
    • Defining Mass Spectrometry
    • Taking Apart a Mass Spectrometer
    • The Mass Spectrum
    • Kind and Caring: Sensitivity of Mass Spec
    • Resolving the Problem: Resolution
    • Changing the Weight: Isotopes
    • The Nitrogen Rule
    • Identifying Common Fragmentation Patterns
    • Key Ideas Checklist
  • Chapter 18: Seeing Good Vibrations: IR Spectroscopy
    • Bond Calisthenics: Infrared Absorption
    • Dissecting an IR Spectrum
    • Identifying the Functional Groups
    • Seeing to the Left of the C-H Absorptions
    • Seeing to the Right of the C-H Absorptions
  • Chapter 19: NMR Spectroscopy: Hold onto Your Hats, You’re Going Nuclear!
    • Why NMR?
    • How NMR Works
    • The NMR Spectrum
    • The NMR Spectrum Manual: Dissecting the Pieces
    • Considering Carbon NMR
    • Checklist: Putting the Pieces Together
  • Chapter 20: Following the Clues: Solving Problems in NMR
    • Follow the Clues
    • Working Problems
    • Three Common Mistakes in NMR Problem Solving
• Part 5: The Part of Tens
  • Chapter 21: Ten (Or So) Great Organic Chemists
    • August Kekulé
    • Friedrich Wöhler
    • Archibald Scott Couper
    • Johan Josef Loschmidt
    • Louis Pasteur
    • Emil Fischer
    • Percy Julian
    • Robert Burns Woodward
    • Linus Pauling
    • Dorothy Hodgkin
    • John Pople
  • Chapter 22: Ten Cool Organic Discoveries
    • Explosives and Dynamite!
    • Fermentation
    • The Synthesis of Urea
    • The Handedness of Tartaric Acid
    • Diels–Alder Reaction
    • Buckyballs
    • Soap
    • Aspartame
    • Penicillin
    • Teflon
  • Chapter 23: Ten Cool Organic Molecules
    • Octanitrocubane
    • Fenestrane
    • Carbon Nanotubes
    • Bullvalene
    • The Norbornyl Cation
    • Capsaicin
    • Indigo
    • Maitotoxin
    • Molecular Cages
    • Fucitol
• Part 6: Appendixes
  • Appendix A: Working Multistep Synthesis Problems
    • Why Multistep Synthesis?
    • The Five Commandments
  • Appendix B: Working Reaction Mechanisms
    • The Two Unspoken Mechanism Types
    • Do’s and Don’ts for Working Mechanisms
    • Types of Mechanisms
  • Appendix C: Glossary
• About the Author
• Advertisement Page
• Connect with Dummies
• End User License Agreement

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