DescriptionIdeal for those who have previously studies organic chemistry but not in great depth and with little exposure to organic chemistry in a formal sense. This text aims to bridge the gap between introductory-level instruction and more advanced graduate-level texts, reviewing the basics as well as presenting the more advanced ideas that are currently of importance in organic chemistry.
* Provides students with the organic chemistry background required to succeed in advanced courses.
* Practice problems included at the end of each chapter.
Preface to the First Edition.
1 Functional Groups and Chemical Bonding.
Conjugated π Systems.
2 Oxidation States of Organic Compounds.
Oxidation States in Alkanes.
Oxidation States in Alkenes.
Oxidation States in Common Functional Groups.
Oxidation Level Changes During Reactions.
3 Acidity and Basicity.
Bronsted and Lewis Acids and Bases.
Structural Effects on Acidity.
4 Curved-Arrow Notation.
Heterolytic Bond Cleavages.
Heterolytic Bond Formation.
Homolytic Bond Making and Bond Breaking.
Depiction of Mechanism.
5 Mechanisms of Organic Reactions
Structure of the Activated Complex.
Determining Activation Energies.
6 Stereochemical and Conformational Isomerism.
Configuration of Chiral Centers.
Physical Properties of Enantiomers.
Resolution of Enantiomers.
Formation of Enantiomers.
Formation of Diastereomers.
Stereochemistry to Deduce Mechanism.
Strain in Ring Systems.
7 Functional Group Synthesis.
Functional Group Manipulation.
Imines and Imine Derivatives.
8 Carbon–Carbon Bond Formation between Carbon Nucleophiles and Carbon Electrophiles.
Generation of Nucleophilic Carbon Reagents.
Generation of Electrophilic Carbon Reagents.
Matching Nucleophiles with Electrophiles.
Diastereoselection in Aldol Reactions.
Neutral Carbon Nucleophiles.
Metal-Catalyzed Carbon–Carbon Bond Formation.
Pd(0)-Catalyzed Carbon–Carbon Bond Formation.
9 Carbon–Carbon Bond Formation by Free-Radical Reactions.
10 Planning Organic Syntheses.
Carbon Skeleton Synthesis.
11 Structure Determination of Organic Compounds.
Nuclear Magnetic Resonance.
Descriptions of Spin Systems.
Structure Identification by 1H NMR.
IR Stretching Frequencies.
Use of IR Spectroscopy for Structure Determination.
Solutions to Chapter Problems.