Short description Arrow-Pushing in Organic Chemistry helps make organic chemistry more approachable. Rather than relying on memorization, it presents generic examples so readers learn how to recognize when a specific reaction type is relevant. It explains the concepts of organic acids and organic bases and then uses them to explain the fundamental reaction mechanisms relevant to organic chemistry, beginning with Sn2 reactions and progressing to Sn1 reactions and other reaction types. This is a great supplement for beginning organic chemistry students, and a handy refresher for scientists new to the field.
From the contents Preface.
Acknowledgments.
About the Author.
Chapter 1 Introduction.
1.1 Definition of Arrow Pushing.
1.2 Functional Groups.
1.3 Nucleophiles and Leaving Groups.
1.4 Summary.
1.5 Problems.
Chapter 2 Acids.
2.1 What are Acids?
2.2 What is Resonance?
2.3 How is Acidity Measured?
2.4 Relative Acidities.
2.5 Inductive Effects.
2.6 Inductive Effects and Relative Acidities.
2.7 Relative Acidities of Hydrocarbons.
2.8 Summary.
2.9 Problems.
Chapter 3 - Bases and Nucleophiles.
3.1 What are bases?
3.2 What are nucleophiles?
3.3 Leaving Groups.
3.4 Summary.
3.5 Problems.
Chapter 4 - SN2 Substitution Reactions.
4.1 What is an SN2 Reaction?
4.2 What are Leaving Groups?
4.3 Where can SN2 Reactions Occur?
4.4 SN2' Reactions.
4.5 Summary.
4.6 Problems.
Chapter 5 SN1 Substitution Reactions.
5.1 What is an SN1 Reaction?
5.2 How are SN1 Reactions Initiated?
5.3 The Carbocation.
5.3.1 Molecular Structure and Orbitals.
5.3.2 Stability of Carbocations.
5.4 Carbocation Rearrangements.
5.4.1 1,2-Hydride shifts.
5.4.2 1,2-Alkyl shifts.
5.4.3 Preventing Side Reactions.
5.5 Summary.
5.6 Problems.
Chapter 6. Elimination Reactions.
6.1 E1 Eliminations.
6.2 E2 Eliminations.
6.3 How do Elimination Reactions Work?
6.4 Summary.
6.5 Problems.
Chapter 7 - Addition Reactions.
7.1 Addition of Halogens to Double Bonds.
7.2 Markovnikov's Rule.
7.3 Additions to Carbonyls.
7.3.1 1,2-Additions.
7.3.2 1,4-Additions.
7.3.3 Addition-Elimination Reactions.
7.4 Summary.
7.5 Problems.
Chapter 8-Moving Forward
8.1 Functional Group Manipulations.
8.2 Name Reactions.
8.3 Reagents.
8.4 Final Comments.
8.5 Problems.
Appendix 1-pKa Values of Protons Associated with Common Functional Groups.
