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Based on the premise that many, if not most, reactions in organic chemistry can be explained by variations of fundamental acid–base concepts, Organic Chemistry: An Acid–Base Approach provides a framework for understanding the subject that goes beyond mere memorization. Using several techniques to develop a relational understanding, it helps students fully grasp the essential concepts at the root of organic chemistry.This new edition was rewritten largely with the feedback of students in mind and is also based on the author’s classroom experiences using the previous editions.The third edition of Organic Chemistry: An Acid–Base Approach constitutes a significant improvement upon a unique introductory technique to organic chemistry. The reactions and mechanisms it covers are the most fundamental concepts in organic chemistry that are applied to industry, biological chemistry, biochemistry, molecular biology, and pharmacy. Using an illustrated conceptual approach rather than presenting sets of principles and theories to memorize, it gives students a more concrete understanding of the material.
Introduction
Why Is an Acid–Base Theme Important?
Bonding
Alkanes, Isomers, and an Introduction to Nomenclature
Functional Groups
Acids, Bases, Nucleophiles, and Electrophiles
Chemical Reactions, Bond Energy, and Kinetics
Rotamers and Conformation
Stereoisomers: Chirality, Enantiomers, and Diastereomers
Acid–Base Reactions of pi-Bonds
Nucleophiles: Lewis Base-Like Reactions at sp3 Carbon
Base-Induced Elimination Reactions
Substitution and Elimination Reactions Can Compete
Spectroscopic Methods of Identification
Organometallic Reagents
Carbonyl Compounds: Structure, Nomenclature, Reactivity
Oxidation
Reactions of Aldehydes and Ketones
Reduction
Carboxylic Acid Derivatives and Acyl Substitution
Aromatic Compounds and Benzene Derivatives
Enolate Anions: Acyl Addition and Acyl Substitution
Difunctional Molecules: Dienes and Conjugated Carbonyl Compounds
Difunctional Molecules: Pericyclic Reactions
Disconnections and Synthesis
Heteroaromatic Compounds
Multifunctional Compounds: Amines, Amino Acids and Peptides
Multifunctional Compounds: Carbohydrates