Understanding Organic Chemistry Contents

Overarching Concepts of Organic Chemistry

Foundational Skills Review 101 Part 1:
Interpret Condensed Structures and Line Structures, Recognize Function Groups, Accurately Assign the Labels Primary, Secondary, Tertiary, and Quaternary, Locate Vinylic and Allylic Carbons

Block 1: Understanding Principles of Organic Chemistry Nomenclature

Chapter 1
Understanding 4 Essential Steps of IUPAC Nomenclature

Chapter 1 Outline

Chapter 2
Understanding a 5th Step of IUPAC Nomenclature: Describe Stereochemistry

Chapter 2 Outline

Chapter 3
Understanding Common Name Nomenclature Rules

Chapter 3 Outline

Chapter 4
Understanding How to Integrate the Principles of Nomenclature

Chapter 4 Outline

Block 2: Understanding How to Identify Reactants and How to Stabilize a Carbocation, Carbon Radical, and Carbanion
(Illustrated by reactions with pi bonds of Alkenes and Alkynes)

Foundational Skills Review 101 Part 2:
Calculate Formal Charges, Identify Differences in Electronegativity, Determine the Hybridization of Any Atom, Determine the Molecular Geometry of Atoms Attached to Any Central Atom, Understand Characteristics of Pi Bonds

Chapter 5
Understanding How to Select Reactants and How to Draw Mechanism Arrows for Any Step of a Reaction

Chapter 5 Outline

Chapter 6
Understanding Strategies for Stabilizing a Carbocation or Carbon Radical (Part 1): Maximize Interactions with Electron Orbitals of Adjacent Atoms

Chapter 6 Outline

Chapter 7
Understanding Strategies for Stabilizing a Carbocation or Carbon Radical (Part 2): Share Electrons Two Atoms Away

Chapter 7 Outline

Chapter 8
Understanding Strategies for Stabilizing a Carbocation or Carbon Radical (Part 3): Share Delocalized Electrons Over a Distance

Chapter 8 Outline

Chapter 9
Understanding Strategies for Stabilizing a Carbanion 
(Illustrated by keto-enol tautomerization, directors in electrophilic substitution reactions of aromatic compounds, and Diels-Alder reactions.)

Chapter 9 Outline

Chapter 10
Understanding Strategies for Resolving a Carbocation When Aromaticity Must Be Restored

Chapter 10 Outline

Block 3: Understanding Leaving Groups and Solvent Effects

Chapter 11
Understanding Nomenclature (Part 2): Naming Molecules That Contain a Carbonyl Group and/or More Than One Type of Functional Group

Chapter 11 Outline

Foundational Skills Review 101 Part 3:
Determine Relative Strengths of Acids and Bases by Analyzing Structural Features

Chapter 12
Understanding Strategies for Assessing Nucleophiles and Leaving Groups. Also, Assessing Cases of Competing Reactive Features Associated with the Same Carbon
(Illustrated by Reactions of Carbonyl Compounds)

Chapter 12 Outline

Chapter 13
Understanding How the Solvent May Affect a Reaction
(Illustrated by Substitution and Elimination Reactions)

Chapter 13 Outline

Block 4: Understanding How to Analyze the Product of a Reaction

Chapter 14
Understanding How to Analyze Structures of Products (Part 1): Mass Spectrometry (MS)

Chapter 14 Outline

Chapter 15
Understanding How to Analyze Structures of Products (Part 2): Ultra-Violet Visible Spectroscopy (UV-Vis), Polarimetry, and Infrared Spectroscopy (IR)

Chapter 15 Outline

Chapter 16
Understanding How to Analyze Structures of Products (Part 3): Nuclear Magnetic Resonance (NMR)

Chapter 16 Outline

Chapter 17
Understanding Advanced Concepts of Organic Chemistry

Chapter 17 Outline

Reactions Covered