External

UIS: CHE 269 (Morsch and Andrews)

Chemistry

Author: Layne Morsch
Publisher: University of Illinois Springfield
Source: LibreTexts
License: CC BY-NC-SA
Language: EN
Category: Basic Sciences

Read online Download PDF (open licence)

Contents· 160 sections

Chapters
Chapter 15: Radical Reactions
15.01 Introduction
15.02 General Features of Radical Reactions
15.03 Halogenation of Alkanes
15.04 The Mechanism of Halogenation
15.05 Chlorination of Other Alkanes
15.06 Chlorination versus Bromination
15.07 Application: The Ozone Layer and CFCs
15.08 Radical Halogenation at Allylic Carbon
15.09 Application: Oxidation of Unsaturated Lipids
15.10 Radical Addition to Double Bonds
15.11 Polymers and Polymerization
Chapter 15q: Practice Quiz
Chapter 16: Conjugation Resonance and Dienes
16.01 Conjugation
16.02 Resonance and Allylic Carbocations
16.03 Common Examples of Resonance
16.04 The Resonance Hybrid
16.05 Electron Delocalization Hybridization and Geometry
16.06 Conjugated Dienes
16.07 Stability of Conjugated Dienes
16.08 Electrophilic Addition: 12- Versus 14-Addition
16.09 Kinetic Versus Thermodynamic Products
16.10 The DielsAlder Reaction
16.11 Rules of the DielsAlder Reaction
16.12 Conjugated Dienes and UV Light
Chapter 16q: Practice Quiz
Chapter 18: Electrophilic Aromatic Substitution
18.01 Electrophilic Aromatic Substitution
18.02 EAS General Mechanism
18.03 Aromatic Halogenation
18.04 Aromatic Nitration and Sulfonation
18.05 FriedelCrafts Alkylation and Acylation
18.06 Directing Effects of Substituted Benzenes
18.07 EAS of Substituted Benzenes
18.08 Activation or Deactivation of EAS
18.09 Orientation Effects in Substituted Benzenes
18.10 Limitations on EAS Reactions
18.11 Disubstituted Benzenes
18.12 Synthesis of Benzene Derivatives
18.13 Benzylic Halogenation
18.14 Oxidation and Reduction of Aromatic Side Chains
18.15 Examples of Multistep Synthesis
Chapter 18q: Practice Quiz
Chapter 19: Acidity of Carboxylic Acids
19.01 Structure and Bonding
19.02 Nomenclature
19.03 Physical Properties
19.04 Spectroscopic Properties
19.05 Interesting Carboxylic Acids
19.06 Aspirin Arachidonic Acid and Prostaglandins
19.07 Preparation of Carboxylic Acids
19.08 Reactions of Carboxylic AcidsGeneral Features
19.09 Carboxylic AcidsStrong Organic BrnstedLowry Acids
19.10 Inductive Effects in Aliphatic Carboxylic Acids
19.11 Inductive Effects for Aromatic Acids
19.12 Sulfonic Acids
19.13 Amino Acids
Chapter 19q: Practice Quiz
Chapter 20: Introduction to Carbonyl Chemistry
20.01 Introduction
20.02 General Reactions of Carbonyl Compounds
20.03 A Preview of Oxidation and Reduction
20.04 Reduction of Aldehydes and Ketones
20.05 The Stereochemistry of Carbonyl Reduction
20.06 Enantioselective Carbonyl Reductions
20.07 Reduction of Carboxylic Acids and Their Derivatives
20.08 Oxidation of Aldehydes
20.09 Organometallic Reagents
20.10 Reaction of Organometallic Reagents with Aldehydes and Ketones
20.11 Protecting Groups of Aldehydes
20.12 Reaction of Organometallic Reagents with Carboxylic Acid Derivatives
20.13 Reaction of Organometallic Reagents with CO2
20.14 -Unsaturated Carbonyl Compounds
20.15 SummaryCarbonyl Reactions
20.16 Synthesis using Carbonyl Chemistry
Chapter 20q: Practice Quiz
Chapter 21: Nucleophilic Addition
21.01 Introduction
21.02 Nomenclature
21.03 Physical Properties
21.04 Spectroscopic Properties
21.05 Interesting Aldehydes and Ketones
21.06 Preparation of Aldehydes and Ketones
21.07 Reactions of Aldehydes and KetonesGeneral Considerations
21.08 Nucleophilic Addition of H and RA Review
21.09 Nucleophilic Addition of CN
21.10 The Wittig Reaction
21.11 Addition of Primary Amines
21.12 Addition of Secondary Amines
21.13 Addition of H2OHydration
21.14 Addition of AlcoholsAcetal Formation
21.15 Acetals as Protecting Groups
21.16 Cyclic Hemiacetals
21.17 An Introduction to Carbohydrates
Chapter 21q: Practice Quiz
Chapter 22: Nucleophilic Acyl Substitution
22.01 Introduction to Nucleophilic Acyl Substitution
22.02 General Nucleophilic Acyl Substitution Reaction
22.03 Nomenclature of Acid Derivatives
22.04 Physical Properties of Acid Derivatives
22.05 Spectroscopic Properties of Acid Derivatives
22.06 Interesting Esters and Amides
22.08 Reactions of Acid Chlorides
22.09 Reactions of Anhydrides
22.09 Reactions of Carboxylic Acids
22.10: Reactions of Esters
22.11 Application: Lipid Hydrolysis
22.12 Reactions of Amides
22.13 Application: -Lactam Antibiotics
22.14 Summary of Nucleophilic Acyl Substitution Reactions
22.15 Polyamides and Polyesters
22.16 Biological Acylation Reactions
22.17 Nitriles
Chapter 22q: Practice Quiz
Chapter 23: Carbonyl Alpha Substitution Reactions
23.1 Introduction to Alpha Substitution Reactions
23.2 Enols
23.3 Enolates
23.4 Enolates of Unsymmetrical Carbonyl Compounds
23.5 A Preview of Reactions at the Carbon
23.6 Halogenation at the Carbon
23.7 Direct Enolate Alkylation
23.8 Malonic Ester Synthesis
23.9 Acetoacetic Ester Synthesis
Chapter 23q: Practice Quiz
Chapter 24: Carbonyl Condensation Reactions
24.1 The Aldol Reaction
24.2 Crossed Aldol Reactions
24.3 Directed Aldol Reactions
24.4 Intramolecular Aldol Reactions
24.5 The Claisen Condensation
24.6 Crossed Claisen Condensation
24.7 The Dieckmann Reaction
24.8 The Michael Reaction
Chapter 24q: Chapter Quiz
Chapter 25: Amines
25.01 Introduction to Amines
25.02 Structure and Bonding of Amines
25.03 Nomenclature of Amines
25.04 Physical Properties of Amines
25.05 Spectroscopic Properties of Amines
25.06 Interesting Amines
25.07 Preparation of Amines
25.08 General Reactions of Amines
25.09 Amines as Bases
25.10 Relative Basicity of Amines
25.11 Application: Sulfa Drugs
Chapter 25q: Chapter Quiz
Chapter 26: Synthetic Polymers
26.1 Introduction to Synthetic Polymers
26.2 Chain-Growth PolymersAddition Polymers
26.3 Anionic Polymerization
26.4 Application: Natural and Synthetic Rubber
26.5 Step-Growth PolymersCondensation Polymers
26.6 Polymer Structure and Properties
26.7 Polymer Recycling and Disposal
Chapter 26q: Chapter Quiz
Organic Chemistry 2 - Learning Objectives