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Organic Chemistry II

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Organic Chemistry II

The study of organic reactions includes the chemical synthesis of natural products, drugs, and polymers, and study of individual organic molecules in the laboratory and via theoretical (in silico) study. This is a textbook map of the chapter 11-24 of McMurry's "Organic Chemistry" textbook; it is not a copy of the original textbook, but is an original construction or remix of comparable OER content on LibreTexts to recreate its organization.

Tác giả
Layne Morsch et al.
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LibreTexts
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LibreTexts
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EN
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Mục lục· 156 mục
  1. 12: Structure Determination - Mass Spectrometry and Infrared Spectroscopy
  2. 12.00: Introduction
  3. 12.01: Mass Spectrometry of Small Molecules - Magnetic-Sector Instruments
  4. 12.02: Interpreting Mass Spectra
  5. 12.03: Mass Spectrometry of Some Common Functional Groups
  6. 12.04: Mass Spectrometry in Biological - Time-of-flight (TOF) Instruments
  7. 12.05: Spectroscopy and the Electromagnetic Spectrum
  8. 12.06: Infrared Spectroscopy
  9. 12.07: Interpreting Infrared Spectra
  10. 12.08: Infrared Spectra of Some Common Functional Groups
  11. 12.S: Structure Determination - Mass Spectrometry and Infrared Spectroscopy (Summary)
  12. 13: Structure Determination - Nuclear Magnetic Resonance Spectroscopy
  13. 13.00: Nuclear Magnetic Resonance Spectroscopy
  14. 13.01: The Nature of NMR Absorptions
  15. 13.02: The Chemical Shift
  16. 13.03: Chemical Shifts in H NMR Spectroscopy
  17. 13.04: Integration of H NMR Absorptions - Proton Counting
  18. 13.05: Spin-Spin Splitting in H NMR Spectra
  19. 13.06: H NMR Spectroscopy and Proton Equivalence
  20. 13.07: More Complex Spin-Spin Splitting Patterns
  21. 13.08: Uses of H NMR Spectroscopy
  22. 13.09: C NMR Spectroscopy - Signal Averaging and FT-NMR
  23. 13.10: Characteristics of C NMR Spectroscopy
  24. 13.11: DEPT C NMR Spectroscopy
  25. 13.12: Uses of C NMR Spectroscopy
  26. 13.S: Structure Determination - Nuclear Magnetic Resonance Spectroscopy (Summary)
  27. 14: Conjugated Compounds and Ultraviolet Spectroscopy
  28. 14.00: Introduction
  29. 14.01: Stability of Conjugated Dienes- Molecular Orbital Theory
  30. 14.02: Electrophilic Additions to Conjugated Dienes- Allylic Carbocations
  31. 14.03: Kinetic vs. Thermodynamic Control of Reactions
  32. 14.04: The Diels-Alder Cycloaddition Reaction
  33. 14.05: Characteristics of the Diels-Alder Reaction
  34. 14.06: Diene Polymers- Natural and Synthetic Rubbers
  35. 14.07: Structure Determination in Conjugated Systems - Ultraviolet Spectroscopy
  36. 14.08: Interpreting Ultraviolet Spectra- The Effect of Conjugation
  37. 14.09: Conjugation Color and the Chemistry of Vision
  38. 14.S: Conjugated Compounds and Ultraviolet Spectroscopy (Summary)
  39. 15: Benzene and Aromaticity
  40. 15.00: Introduction
  41. 15.01: Naming Aromatic Compounds
  42. 15.02: Structure and Stability of Benzene
  43. 15.03: Aromaticity and the Huckel 4n 2 Rule
  44. 15.04: Aromatic Ions
  45. 15.05: Aromatic Heterocycles - Pyridine and Pyrrole
  46. 15.06: Polycyclic Aromatic Compounds
  47. 15.07: Spectroscopy of Aromatic Compounds
  48. 15.S: Benzene and Aromaticity (Summary)
  49. 16: Chemistry of Benzene - Electrophilic Aromatic Substitution
  50. 16.00: Introduction
  51. 16.01: Electrophilic Aromatic Substitution Reactions - Bromination
  52. 16.02: Other Aromatic Substitutions
  53. 16.03: Alkylation and Acylation of Aromatic Rings - The Friedel-Crafts Reaction
  54. 16.04: Substituent Effects in Substituted Aromatic Rings
  55. 16.05: An Explanation of Substituent Effects
  56. 16.06: Trisubstituted Benzenes - Additivity of Effects
  57. 16.07: Nucleophilic Aromatic Substitution
  58. 16.08: Benzyne
  59. 16.09: Oxidation of Aromatic Compounds
  60. 16.10: Reduction of Aromatic Compounds
  61. 16.11: Synthesis of Polysubstituted Benzenes
  62. 16.S: Chemistry of Benzene - Electrophilic Aromatic Substitution (Summary)
  63. 17: Alcohols and Phenols
  64. 17.00: Introduction to Alcohols and Phenols
  65. 17.01: Naming Alcohols and Phenols
  66. 17.02: Properties of Alcohols and Phenols
  67. 17.03: Preparation of Alcohols- A Review
  68. 17.04: Alcohols from Carbonyl Compounds- Reduction
  69. 17.05: Alcohols from Carbonyl Compounds - Grignard Reagents
  70. 17.06: Reactions of Alcohols
  71. 17.07: Oxidation of Alcohols
  72. 17.08: Protection of Alcohols
  73. 17.09: Phenols and Their Uses
  74. 17.10: Reactions of Phenols
  75. 17.11: Spectroscopy of Alcohols and Phenols
  76. 17.S: Alcohols and Phenols (Summary)
  77. 18: Ethers and Epoxides Thiols and Sulfides
  78. 18.00: Introduction
  79. 18.01: Names and Properties of Ethers
  80. 18.02: Preparing Ethers
  81. 18.03: Reactions of Ethers - Acidic Cleavage
  82. 18.04: Reactions of Ethers - Claisen Rearrangement
  83. 18.05: Cyclic Ethers - Epoxides
  84. 18.06: Reactions of Epoxides - Ring-opening
  85. 18.07: Crown Ethers
  86. 18.08: Thiols and Sulfides
  87. 18.09: Spectroscopy of Ethers
  88. 18.10: Interchapter - A Preview of Carbonyl Chemistry
  89. 18.S: Ethers and Epoxides Thiols and Sulfides (Summary)
  90. 19: Aldehydes and Ketones- Nucleophilic Addition Reactions
  91. 19.00: Chapter Objectives and Preview of Carbonyl Chemistry
  92. 19.01: Naming Aldehydes and Ketones
  93. 19.02: Preparing Aldehydes and Ketones
  94. 19.03: Oxidation of Aldehydes and Ketones
  95. 19.04: Nucleophilic Addition Reactions of Aldehydes and Ketones
  96. 19.05: Nucleophilic Addition of Water- Hydration
  97. 19.06: Nucleophilic Addition of HCN- Cyanohydrin Formation
  98. 19.07: Nucleophilic Addition of Hydride and Grignard Reagents - Alcohol Formation
  99. 19.08: Nucleophilic Addition of Amines - Imine and Enamine Formation
  100. 19.09: Nucleophilic Addition of Hydrazine - The Wolff-Kishner Reaction
  101. 19.10: Nucleophilic Addition of Alcohols- Acetal Formation
  102. 19.11: Nucleophilic Addition of Phosphorus Ylides - The Wittig Reaction
  103. 19.12: Biological Reductions
  104. 19.13: Conjugate Nucleophilic Addition to -unsaturated Aldehydes and Ketones
  105. 19.14: Spectroscopy of Aldehydes and Ketones
  106. 19.S: Aldehydes and Ketones (Summary)
  107. 20: Carboxylic Acids and Nitriles
  108. 20.00: Chapter Objectives and Introduction to Carboxylic Acids
  109. 20.01: Naming Carboxylic Acids and Nitriles
  110. 20.02: Structure and Properties of Carboxylic Acids
  111. 20.03: Biological Acids and the Henderson-Hasselbalch Equation
  112. 20.04: Substituent Effects on Acidity
  113. 20.05: Preparing Carboxylic Acids
  114. 20.06: Reactions of Carboxylic Acids - An Overview
  115. 20.07: Chemistry of Nitriles
  116. 20.08: Spectroscopy of Carboxylic Acids and Nitriles
  117. 20.S: Carboxylic Acids and Nitriles (Summary)
  118. 21: Carboxylic Acid Derivatives- Nucleophilic Acyl Substitution Reactions
  119. 21.00: Chapter Objectives and Introduction to Carboxylic Acid Derivatives
  120. 21.01: Naming Carboxylic Acid Derivatives
  121. 21.02: Nucleophilic Acyl Substitution Reactions
  122. 21.03: Nucleophilic Acyl Substitution Reactions of Carboxylic Acids
  123. 21.04: Chemistry of Acid Halides
  124. 21.05: Chemistry of Acid Anhydrides
  125. 21.06: Chemistry of Esters
  126. 21.07: Chemistry of Amides
  127. 21.08: Chemistry of Thioesters and Acyl Phosphates - Biological Carboxylic Acid Derivatives
  128. 21.09: Polyamides and Polyesters - Step-Growth Polymers
  129. 21.10: Spectroscopy of Carboxylic Acid Derivatives
  130. 21.S: Carboxylic Acid Derivatives (Summary)
  131. 22: Carbonyl Alpha-Substitution Reactions
  132. 22.00: Chapter Objectives and Introduction to Carbonyl Alpha-Substitution Reactions
  133. 22.01: Keto-Enol Tautomerism
  134. 22.02: Reactivity of Enols- The Mechanism of Alpha-Substitution Reactions
  135. 22.03: Alpha Halogenation of Aldehydes and Ketones
  136. 22.04: Alpha Bromination of Carboxylic Acids
  137. 22.05: Acidity of Alpha Hydrogen Atoms- Enolate Ion Formation
  138. 22.06: Reactivity of Enolate Ions
  139. 22.07: Alkylation of Enolate Ions
  140. 22.S: Carbonyl Alpha-Substitution Reactions (Summary)
  141. 23: Carbonyl Condensation Reactions
  142. 23.00: Chapter Objectives
  143. 23.01: Carbonyl Condensations - The Aldol Reaction
  144. 23.02: Carbonyl Condensations versus Alpha Substitutions
  145. 23.03: Dehydration of Aldol Products - Synthesis of Enones
  146. 23.04: Using Aldol Reactions in Synthesis
  147. 23.05: Mixed Aldol Reactions
  148. 23.06: Intramolecular Aldol Reactions
  149. 23.07: The Claisen Condensation Reaction
  150. 23.08: Mixed Claisen Condensations
  151. 23.09: Intramolecular Claisen Condensations - The Dieckmann Cyclization
  152. 23.10: Conjugate Carbonyl Additions - The Michael Reaction
  153. 23.11: Carbonyl Condensations with Enamines - The Stork Reaction
  154. 23.12: The Robinson Annulation Reaction
  155. 23.13: Some Biological Carbonyl Condensation Reactions
  156. 23.S: Carbonyl Condensation Reactions (Summary)