CHAPTER 17 Carboxylic Acids, Esters, & Amides General, Organic, & Biological Chemistry

1. CHAPTER 17 Carboxylic Acids, Esters, & Amides General, Organic, & Biological Chemistry Janice GorzynskiSmith Smith, Janice Gorzynski. General, Organic, & Biological Chemistry 2nd Ed.

2. CHAPTER 17 Carboxylic Acids, Esters, & Amides • Learning Objectives: • Nomenclature for carboxylic acids, esters, & amides • Identify and describe structure of carboxylic acids, esters & amides • Acid-base chemistry of carboxylic acids (think soap!) • Substitution reactions of carboxylic acids • Formation of esters • Formation of amides • Hydrolysis of acyl compounds • Ester hydrolysis • Amide hydrolysis • Structure & formation of polyamides & polyesters • CH 17 Homework: • End of Chapter problems: 38, 40, 42, 48, 50, 52, 56, 58, 62, 68, 70, 72, 74, 78, 79, 80, 81, 82, 86, 90, 92, 97, 105 Smith, Janice Gorzynski. General, Organic, & Biological Chemistry 2nd Ed.

3. Examples Carboxylic Acids, Esters, Amides

4. Reactivity Carboxylic Acids, Ester, Amides

5. Structure Carboxylic Acids Smith, Janice Gorzynski. General, Organic, & Biological Chemistry 2nd Ed.

6. Nomenclature Carboxylic Acids O 4 2 1 5 3 OH + + prefix parent suffix prefix First give location and type of substituents. How many carbons in longest chain? Carboxylic acid @ C1 parent What is the functional group? How many? Carboxylic acid: “-oic acid” suffix 2,4-dimethyl oic acid petan * Note: when we have more then 1 functional group the parent name has an “a” added on: hexa instead of hex Smith. General Organic & Biolocial Chemistry 2nd Ed.

7. Intermolecular Forces Carboxylic Acids

8. Reactivity Carboxylic Acids

9. Reactivity Carboxylic Acids

10. Reactivity Carboxylic Acids

11. Structure Esters Smith, Janice Gorzynski. General, Organic, & Biological Chemistry 2nd Ed.

12. Nomenclature Esters O 3 1 O 2 4 + + prefix parent suffix First give location and type of substituents. Then give the name of the alky group bonded to the ester functional group prefix How many carbons in longest chain? Carbonyl carbon @ C1 parent What is the functional group? How many? Ester: “-oate” suffix oate butan methyl * Note: when we have more then 1 functional group the parent name has an “a” added on: hexa instead of hex Smith. General Organic & Biolocial Chemistry 2nd Ed.

13. Structure Amides Smith, Janice Gorzynski. General, Organic, & Biological Chemistry 2nd Ed.

14. Nomenclature Amide O H 3 1 N 2 4 H + + prefix parent suffix prefix First give location and type of substituents. How many carbons in longest chain? Carbonyl carbon @ C1 parent What is the functional group? How many? Amide: “-amide” suffix 3-methyl amide butan * Note: when we have more then 1 functional group the parent name has an “a” added on: hexa instead of hex Smith. General Organic & Biolocial Chemistry 2nd Ed.

15. Nomenclature Amide O 3 1 N 2 4 + + prefix parent suffix prefix Use “N” to indicate naming amide R groups How many carbons in longest chain? Carbonyl carbon @ C1 parent What is the functional group? How many? Amide: “-amide” suffix NN-dimethyl amide butan * Note: when we have more then 1 functional group the parent name has an “a” added on: hexa instead of hex Smith. General Organic & Biolocial Chemistry 2nd Ed.

16. Structure Amides

17. Reactivity Substitution

18. Reactivity Substitution

19. Reactivity Substitution

20. Reactivity Substitution

21. Reactivity Substitution

22. Reactivity Hydrolysis

23. Reactivity Hydrolysis

24. Reactivity Hydrolysis

25. Reactivity Polyamides

26. Reactivity Polyamides

27. Reactivity Polyesters

28. Reactivity Polyesters