UIS: CHE 269 (Morsch and Andrews)

by Layne Morsch

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University of Illinois Springfield
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Chemistry
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CC BY-NC-SA 4.0, as LibreTexts states it. Non-commercial use only.
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Tweens profiles and older, judged from its title and subjects

Contents

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  1. Organic Chemistry 2 - Learning Objectives
  2. Chapters
  3. Front Matter
  4. TitlePage
  5. InfoPage
  6. Table of Contents
  7. Licensing
  8. Chapter 15: Radical Reactions
  9. 15.1 Introduction to Radical Reactions
  10. 15.2 General Features of Radical Reactions
  11. 15.3 Halogenation of Alkanes
  12. 15.4 The Mechanism of Halogenation
  13. 15.5 Chlorination of Other Alkanes
  14. 15.6 Chlorination versus Bromination
  15. 15.7 Application: The Ozone Layer and CFCs
  16. 15.8 Radical Halogenation at Allylic Carbon
  17. 15.9 Application: Oxidation of Unsaturated Lipids
  18. 15.10 Radical Addition to Double Bonds
  19. 15.11 Polymers and Polymerization
  20. Chapter 15q: Practice Quiz
  21. Chapter 16: Conjugation, Resonance, and Dienes
  22. 16.1 Conjugation
  23. 16.2 Resonance and Allylic Carbocations
  24. 16.3 Common Examples of Resonance
  25. 16.4 The Resonance Hybrid
  26. 16.5 Electron Delocalization, Hybridization, and Geometry
  27. 16.6 Conjugated Dienes
  28. 16.7 Stability of Conjugated Dienes
  29. 16.8 Electrophilic Addition: 1,2- Versus 1,4-Addition
  30. 16.9 Kinetic Versus Thermodynamic Products
  31. 16.10 The Diels–Alder Reaction
  32. 16.11 Rules of the Diels–Alder Reaction
  33. 16.12 Conjugated Dienes and UV Light
  34. Chapter 16q: Practice Quiz
  35. Chapter 18: Electrophilic Aromatic Substitution
  36. 18.1 Electrophilic Aromatic Substitution
  37. 18.2 EAS General Mechanism
  38. 18.3 Aromatic Halogenation
  39. 18.4 Aromatic Nitration and Sulfonation
  40. 18.5 Friedel–Crafts Alkylation and Acylation
  41. 18.6 Directing Effects of Substituted Benzenes
  42. 18.7 EAS of Substituted Benzenes
  43. 18.8 Activation or Deactivation of EAS
  44. 18.9 Orientation Effects in Substituted Benzenes
  45. 18.10 Limitations on EAS Reactions
  46. 18.11 Disubstituted Benzenes
  47. 18.12 Synthesis of Benzene Derivatives
  48. 18.13 Benzylic Halogenation
  49. 18.14 Oxidation and Reduction of Aromatic Side Chains
  50. 18.15 Examples of Multistep Synthesis
  51. Chapter 18q: Practice Quiz
  52. Chapter 19: Acidity of Carboxylic Acids
  53. 19.1 Structure and Bonding of Carboxylic Acids
  54. 19.2 Nomenclature of Carboxylic Acids
  55. 19.3 Physical Properties of Carboxylic Acids
  56. 19.4 Spectroscopic Properties of Carboxylic Acids
  57. 19.5 Fatty Acids
  58. 19.6 Aspirin and Pain Relief
  59. 19.7 Preparation of Carboxylic Acids
  60. 19.8 General Reactions of Carboxylic Acids
  61. 19.9 Acidity of Carboxylic Acids and Phenols
  62. 19.10 Inductive Effects in Aliphatic Carboxylic Acids
  63. 19.11 Inductive Effects for Aromatic Acids
  64. 19.12 Sulfonic Acids
  65. 19.13 Amino Acids
  66. Chapter 19q: Practice Quiz
  67. Chapter 20: Introduction to Carbonyl Chemistry
  68. 20.1 Introduction to the Carbonyl Group
  69. 20.2 General Reactions of Carbonyl Compounds
  70. 20.3 A Preview of Oxidation and Reduction
  71. 20.4 Reduction of Aldehydes and Ketones
  72. 20.5 The Stereochemistry of Carbonyl Reduction
  73. 20.6 Enantioselective Carbonyl Reductions
  74. 20.7 Reduction of Carboxylic Acids and Their Derivatives
  75. 20.8 Oxidation of Aldehydes
  76. 20.9 Organometallic Reagents
  77. 20.10 Reaction of Organometallic Reagents with Aldehydes and Ketones
  78. 20.11 Protecting Groups of Aldehydes
  79. 20.12 Reaction of Organometallic Reagents with Carboxylic Acid Derivatives
  80. 20.13 Reaction of Organometallic Reagents with CO2
  81. 20.14 α,β-Unsaturated Carbonyl Compounds
  82. 20.15 Summary—Carbonyl Reactions
  83. 20.16 Synthesis using Carbonyl Chemistry
  84. Chapter 20q: Practice Quiz
  85. Chapter 21: Nucleophilic Addition
  86. 21.1 Introduction to Nucleophilic Addition
  87. 21.2 Nomenclature of Aldehydes and Ketones
  88. 21.3 Physical Properties of Aldehydes and Ketones
  89. 21.4 Spectroscopic Properties of Aldehydes and Ketones
  90. 21.5 Interesting Aldehydes and Ketones
  91. 21.6 Preparation of Aldehydes and Ketones
  92. 21.7 General Reactions of Aldehydes and Ketones
  93. 21.8 Nucleophilic Addition of Hydride and Alkyl Anions
  94. 21.9 Nucleophilic Addition of Cyanide
  95. 21.10 The Wittig Reaction
  96. 21.11 Addition of Primary Amines
  97. 21.12 Addition of Secondary Amines
  98. 21.13 Addition of H2O—Hydration
  99. 21.14 Addition of Alcohols—Acetal Formation
  100. 21.15 Acetals as Protecting Groups
  101. 21.16 Cyclic Hemiacetals
  102. 21.17 An Introduction to Carbohydrates
  103. Chapter 21q: Practice Quiz
  104. Chapter 22: Nucleophilic Acyl Substitution
  105. 22.1 Introduction to Nucleophilic Acyl Substitution
  106. 22.2 General Nucleophilic Acyl Substitution Reaction
  107. 22.3 Nomenclature of Acid Derivatives
  108. 22.4 Physical Properties of Acid Derivatives
  109. 22.5 Spectroscopic Properties of Acid Derivatives
  110. 22.6 Interesting Esters and Amides
  111. 22.7 Reactions of Acid Chlorides
  112. 22.8 Reactions of Anhydrides
  113. 22.9 Reactions of Carboxylic Acids
  114. 22.10: Reactions of Esters
  115. 22.11 Application: Lipid Hydrolysis
  116. 22.12 Reactions of Amides
  117. 22.13 Application: β-Lactam Antibiotics
  118. 22.14 Summary of Nucleophilic Acyl Substitution Reactions
  119. 22.15 Polyamides and Polyesters
  120. 22.16 Biological Acylation Reactions
  121. 22.17 Nitriles
  122. Chapter 22q: Practice Quiz
  123. Chapter 23: Carbonyl Alpha Substitution Reactions
  124. 23.1 Introduction to Alpha Substitution Reactions
  125. 23.2 Enols
  126. 23.3 Enolates
  127. 23.4 Enolates of Unsymmetrical Carbonyl Compounds
  128. 23.5 A Preview of Reactions at the α Carbon
  129. 23.6 Halogenation at the α Carbon
  130. 23.7 Direct Enolate Alkylation
  131. 23.8 Malonic Ester Synthesis
  132. 23.9 Acetoacetic Ester Synthesis
  133. Chapter 23q: Practice Quiz
  134. Chapter 24: Carbonyl Condensation Reactions
  135. 24.1 The Aldol Reaction
  136. 24.2 Crossed Aldol Reactions
  137. 24.3 Directed Aldol Reactions
  138. 24.4 Intramolecular Aldol Reactions
  139. 24.5 The Claisen Condensation
  140. 24.6 Crossed Claisen Condensation
  141. 24.7 The Dieckmann Reaction
  142. 24.8 The Michael Reaction
  143. Chapter 24q: Chapter Quiz
  144. Chapter 25: Amines
  145. 25.1 Introduction to Amines
  146. 25.2 Structure and Bonding of Amines
  147. 25.3 Nomenclature of Amines
  148. 25.4 Physical Properties of Amines
  149. 25.5 Spectroscopic Properties of Amines
  150. 25.6 Interesting Amines
  151. 25.7 Preparation of Amines
  152. 25.8 General Reactions of Amines
  153. 25.9 Amines as Bases
  154. 25.10 Relative Basicity of Amines
  155. 25.11 Application: Sulfa Drugs
  156. Chapter 25q: Chapter Quiz
  157. Chapter 26: Synthetic Polymers
  158. 26.1 Introduction to Synthetic Polymers
  159. 26.2 Chain-Growth Polymers—Addition Polymers
  160. 26.3 Anionic Polymerization
  161. 26.4 Application: Natural and Synthetic Rubber
  162. 26.5 Step-Growth Polymers—Condensation Polymers
  163. 26.6 Polymer Structure and Properties
  164. 26.7 Polymer Recycling and Disposal
  165. Chapter 26q: Chapter Quiz
  166. Back Matter
  167. Index
  168. Glossary
  169. Detailed Licensing
  170. 00: Front Matter
  171. Table of Contents