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Ch 13 Carboxylic Acids, Esters, Amines and Amides

Ch 13 Carboxylic Acids, Esters, Amines and Amides. SWBAT: Name/Draw compounds with functional groups Describe/Explain properties of functional groups Complete/Show reactions of functional groups. Chapter 13.1 Carboxylic Acids. Carboxylic Acids. Functional Group: Carboxyl Group

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Ch 13 Carboxylic Acids, Esters, Amines and Amides

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  1. Ch 13 Carboxylic Acids, Esters, Amines and Amides SWBAT: Name/Draw compounds with functional groups Describe/Explain properties of functional groups Complete/Show reactions of functional groups

  2. Chapter 13.1Carboxylic Acids

  3. Carboxylic Acids • Functional Group: Carboxyl Group • Carbonyl and Hydroxyl at the same carbon • Condensed writing: COOH • Carboxyl Carbon is C #1 • Alkyl prefix….end in -oic acid methanoic acid 3-methylpentanoic acid methylpropanoic acid

  4. Benzoic Acid • Carboxyl on a benzene • Carboxyl is attached to C #1 • List all substituents by alpha • Number either cw or ccw in order to get lowest numbers! 4-bromo-2-methylbenzoic acid

  5. Naming Practice • Parent alkane has to include carboxylic acid

  6. Drawing Practice Draw: 2-methyl-3-phenyl-pentanoic acid 4-iodo-2-isopropyl-benzoic acid

  7. Common Names

  8. Fatty Acids • Very long carboxylic acids • Which one has a higher boiling pt? Why? • Which one is a solid (fat) which a liquid (oil) at RT

  9. Alpha HydroxyAcids (AHA) • Hydroxyl groups on the α Carbon: Carbon # 2 • Natural occurring acids in sour milk and fruits • Part of many skin care products to exfoliate and smooth skin

  10. Homework Chapter 13 Page 430 13.6 and 13.8

  11. Chapter 13.2Properties of Carboxylic Acids

  12. Acid Behavior • Acids are Hydrogen (H+) Donors • Carboxylic Acids dissociate in water and lower the pH aq COOH + H2O → COO- + H3O+ carboxylate ion & hydronium ion

  13. Boiling Point • Carboxylic Acids have the highest boiling point of organic molecules • More partial charges (4) than alcohols (3)

  14. Solubility • Carboxylic Acids dissolve very well in water • Form H-bonds with water molecules • But the longer the C-chain, the less soluble!

  15. Solubility

  16. Chapter 13.2 continuedReactions of carboxylic acids

  17. Dissociation Rx • When carboxylic acids dissociate they form a carboxylate ion Example: HCOOH→ HCOO- + H+ Methanoic Acid Methanoate Ion

  18. Neutralization Rx • Carboxylate anions can react with metal cations to form carboxylic acid salts: COOH + NaOH → COO-Na++ H2O Sodium methanoate

  19. Name the following: Potassium ethanoate or Potassium acetate Pentanoate Ion

  20. Homework Chapter 13 Page 434 13.10 – 13.16

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