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Chapter 19: Carboxylic Acids
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19.1 – Carboxylic Acid Nomenclature
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19.1 – Carboxylic Acid Nomenclature
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19.2 – Structure and Bonding
Fig. 19.1
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19.3 – Physical Properties Carboxylic acids are fairly polar compounds and are capable of intermolecular H-bonding: Fig. 19.2
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19.4 – Acidity of Carboxylic Acids
Fig. 19.3
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19.5 – Salts of Carboxylic Acids
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19.5 – Salts of Carboxylic Acids
A micelle - Figure 19.5
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The lipid bilayer – organization of detergents
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19.6 – Substituents and Acid Strength
Electron-withdrawing carboxyl group and stabilized anion contribute to acidity (pKa < 5) pKa = pKa = pKa = 4.5
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19.7 – 19.9 – Substituents and Acid Strength
pKa = 4.2 pKa = pKa = 2.2
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19.10 – Sources of Carboxylic Acids
Fig. 19.6
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19.11 – 19.12 – Synthesis of Carboxylic Acids
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19.13 – Previous Reactions of Carboxylic Acids
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19.14 – Acid-Catalyzed Esterification
In experiments with labeled alcohols, the label ends up in the ester – indication of mechanistic pathway
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19.15 – Intramolecular Ester Formation – Lactones
Erythromycin – macrolide antibiotic
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19.16 – a-Halogenation of Carboxylic Acids
the Hell-Volhard-Zelinsky Reaction
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19.17 – Decarboxylation of Malonic Acid Derivitives
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19.17 – Decarboxylation of Malonic Acid Derivitives
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