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Understanding Carboxylic Acids: Nomenclature to Applications

Explore the nomenclature, properties, and applications of carboxylic acids. Learn about bonding, acidity, salts, synthesis, and more. Understand the significance of substituents and acid strength. Dive into reactions and processes like esterification and decarboxylation.

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Understanding Carboxylic Acids: Nomenclature to Applications

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  1. Chapter 19: Carboxylic Acids

  2. 19.1 – Carboxylic Acid Nomenclature

  3. 19.1 – Carboxylic Acid Nomenclature

  4. 19.2 – Structure and Bonding Fig. 19.1

  5. 19.3 – Physical Properties Carboxylic acids are fairly polar compounds and are capable of intermolecular H-bonding: Fig. 19.2

  6. 19.4 – Acidity of Carboxylic Acids Fig. 19.3

  7. 19.5 – Salts of Carboxylic Acids

  8. 19.5 – Salts of Carboxylic Acids A micelle - Figure 19.5

  9. The lipid bilayer – organization of detergents

  10. 19.6 – Substituents and Acid Strength Electron-withdrawing carboxyl group and stabilized anion contribute to acidity (pKa < 5) pKa = 2.9 pKa = 4.0 pKa = 4.5

  11. 19.7 – 19.9 – Substituents and Acid Strength pKa = 4.2 pKa = 2.9 pKa = 2.2

  12. 19.10 – Sources of Carboxylic Acids Fig. 19.6

  13. 19.11 – 19.12 – Synthesis of Carboxylic Acids

  14. 19.13 – Previous Reactions of Carboxylic Acids

  15. 19.14 – Acid-Catalyzed Esterification In experiments with labeled alcohols, the label ends up in the ester – indication of mechanistic pathway

  16. 19.15 – Intramolecular Ester Formation – Lactones Erythromycin – macrolide antibiotic

  17. 19.16 – a-Halogenation of Carboxylic Acids the Hell-Volhard-Zelinsky Reaction

  18. 19.17 – Decarboxylation of Malonic Acid Derivitives

  19. 19.17 – Decarboxylation of Malonic Acid Derivitives

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