Description
Table of Contents
1.1 Introduction2. Lewis Dot Structures and the Chemical Bond
1.2 How Organic Chemistry Is Different
1.3 The Wrong Strategy
1.4 The Right Strategy
1.5 Organization and Goals of the Book
1.6 Features of This Book
2.1 Introduction3. Molecular Geometry, Dipole Moments, and Intermolecular Interactions
2.2 Lewis Dot Structures
2.3 Formal Charge
2.4 Resonance
2.5 Application: Drawing Lewis Structures of Complex Molecules Quickly
2.6 Application: Draw All Resonance Contributors Of. . .
2.7 Application: Shorthand notations
What Did You Learn?
3.1 Introduction4. Isomerism
3.2 VSEPR Theory and 3-D Molecular Geometry
3.3 Tetrahedral Geometry and the Dash-Wedge Notation
3.4 Rotations about single and double bonds
3.5 Bond Dipoles and polarity
3.6 intermolecular interactions
3.7 Application: Cis and Trans Isomers
3.8 Application: Melting Point and Boiling Point Determination
3.9 Application: Solubility
What Did You Learn?
4.1 Introduction5. Reaction Mechanisms 1: Elementary Steps
4.2 Isomers: A Relationship
4.3 Constitutional Isomerism
4.4 Stereoisomerism: Enantiomers and Diastereomers
4.5 Physical and Chemical Behavior of Isomers
4.6 Application: Index of Hydrogen Deficiency (Degree of Unsaturation)
4.7 Application: Draw All Constitutional Isomers Of. . .
4.8 Application: Draw all Stereoisomers of…
What Did You Learn?
5.1 Introduction6. Charge Stability: Charge is Bad!
5.2 Bond Formation (Coordination) and Bond Breaking (Heterolysis)
5.3 Proton Transfers
5.4 Bimolecular Nucleophilic Substitution (SN2)
5.5 Nucleophilic Addition and Elimination
5.6 Electrophilic Addition and Elimination
5.7 Carbocation Rearrangements
5.8 Bimolecular Elimination (E2)
5.9 Application: Simplifying Assumptions about Electron-Rich and Electron-Poor Sites
5.10 Application: Stereochemistry of Reactions and the Production of a New Stereocenter
5.11 Application: Stereospecificity of SN2 Steps
What Have You Learned?
6.1 Introduction7. Reaction Mechanisms 2: SN1 and E1 Reactions and Rules of Thumb for Multistep Mechanisms
6.2 Atomic Ions
6.3 Molecular Ions
6.4 Resonance Effects
6.5 Inductive Effects
6.6 Putting it all together
6.7 Application: Strengths of Acids and Bases
6.8 Application: Strengths of Nucleophiles, and the Hammond Postulate
6.9 Application: Solvent Effects on Nucleophile Strength
6.10 Application: The Best Resonance Contributor
What Have You Learned?
7.1 Introduction8. SN1/SN2/E1/E2 Reactions: The Whole Story
7.2 Elementary Steps as Part of Multistep Mechanisms: SN1 and E1 Reactions
7.3 Consequences of Single-Step vs. Multistep Mechanisms
7.4 Proton Transfers as Part of Multistep Mechanisms
7.5 Molecularity of Elementary Steps
7.6 Application: Tautomerization Reactions–Neutral, Acidic, and Basic Conditions
7.7 Application: Dealing With Relatively Lengthy Mechanisms–Fischer, Esterification, and Imine Formation
What Have You Learned?
8.1 Introduction9. Concluding Remarks–What Now?
8.2 Rate-Determining Steps: Rate Laws and the Role of the Attacking Species
8.3 Factor #1: Strength of Attacking Species
8.4 Factor #2: Concentration of Nucleophile/Base
8.5 Factor #3: Stability of the Leaving Group
8.6 Factor #4: Type of Carbon Atom Bonded to the Leaving Group
8.7 Factor #5: Solvent Effects
8.8 Substitution vs. Elimination
8.9 Sample Problems–Putting It All Together
What Have You Learned?
This title is also sold in the various packages listed below. Before purchasing one of these packages, speak with your professor about which one will help you be successful in your course.
Package ISBN-13: 9780321832955
Includes this title packaged with:
- Organic Chemistry Plus MasteringChemistry with eText -- Access Card Package, 8th Edition
Leroy G. Wade - Solutions Manual for Organic Chemistry, 8th Edition
Leroy G. Wade, Jan W. Simek
$309.27 | Add to Cart
Purchase Info
ISBN-10: 0-321-77412-4
ISBN-13: 978-0-321-77412-5
Format: Paper
$54.40 | Free Ground Shipping.
Digital Choices
eTextbook 
With CourseSmart eTextbooks and eResources, you save up to 60% off the price of new print textbooks, and can switch between studying online or offline to suit your needs.
Once you have purchased your eTextbooks and added them to your CourseSmart bookshelf, you can access them anytime, anywhere.
Get Ready for Organic Chemistry, CourseSmart eTextbook, 2nd Edition
$21.99 | ISBN-13: 978-0-321-78798-9