This textbook classifies organic chemistry according to mechanism rather than classification of functional groups, with the intention of having students understand by means of problem solving. The emphasis is on the development of skills through a student-centered pedagogical approach. The inclusion of chromatography, spectroscopy, and spectrometry early in the book is an important concept. The book contains the customary chapters on biomolecules, but also presents chapters on industrially important processes and their economics, and environmental chemistry, areas in which every 21st-century-educated scientist should have familiarity.

Introduction

Review of Atomic and Molecular Structure

Structure, Bonding and Nomenclature of Alkanes

Structure, Bonding and Nomenclature of Alkenes, Alkynes, Aromatic Compounds

Resonance Aromaticity

Structure, Bonding, Nomenclature of Heteroatom Containing Functional Groups

More Resonance

Chromatography, Mass spectrometry, UV and IR Spectroscopy

NMR Spectroscopy

Stereochemistry

Introduction to Mechanism

Nucleophilic Substitution

Elimination Reactions

Addition to Carbon-Carbon Multiple Bonds

Electrophilic Aromatic Substitution

Nucleophilic Aromatic Substitution, Synthesis of Aromatic Compounds, Polycyclic and Heterocyclic Compounds

Nucleophilic Addition to Carbonyl Groups

Nucleophilic Substitution at Carbonyl Groups

Lipids and Carbohydrates

Substitution a to Carbonyl Groups

Rearrangement Reactions

Multistep Synthesis 1 – Principles and One Group Disconnections

Multistep Synthesis 2 – Two Group Disconnections

Polymeric Materials

Amines, Alkaloids, Amino acids, Peptides, Nucleic Acids

Catalysis

Organic Chemistry in Industry

Organic Chemistry and the Environment

Introduction to Forensic Chemistry