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Carboxylic Acid Derivatives Acid Chlorides Acid Anhydrides Esters Amides Nitriles Nucleophilic Acyl Substitution.

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Presentation on theme: "Carboxylic Acid Derivatives Acid Chlorides Acid Anhydrides Esters Amides Nitriles Nucleophilic Acyl Substitution."— Presentation transcript:

1 Carboxylic Acid Derivatives Acid Chlorides Acid Anhydrides Esters Amides Nitriles Nucleophilic Acyl Substitution

2

3 Reactivity of Acid Derivatives

4

5 Nucleophilic Acyl Substitution

6 I.U.P.A.C. Nomenclature ( uses carboxylic acid template)

7 Acid Chlorides

8 Acid Anhydrides

9 Esters

10 Amides

11 Lactones (cyclic esters)

12 Gamma Hydroxybutyrate

13 All Acid Derivatives can be Hydrolyzed

14 What are the 3 Hydrolysis Products?

15

16 Draw the Hydrolysis Products

17 Hydrolysis of Penicillin

18 Aspartame

19 Hydrolysis of an Acid Chloride

20 Acid Chloride Preparation

21

22 Nucleophilic Acyl Substitution

23 With Acid Chlorides, No Catalyst is Needed Anhydride Prep.

24

25 Ester Preparation from an acid chloride

26 Amide Preparation from an Acid Chloride

27 Amide from Anhydride

28 Fischer Esterification

29 Fischer Esterification Shows Oxygen “Scrambling” a methanolysis

30

31 Diazomethane Preparation of Methyl Esters

32 Diazomethane has a Basic Carbon

33 Mechanism

34 Flavors and Fragrances

35 Intramolecular Fischer Esterification - GHB

36

37 Lactam (cyclic amide) Formation

38  -Lactams as Antibiotics

39 Acid Catalyzed “Olysis” Reactions

40 Transesterification a Methanolysis

41

42 Aspirin Synthesis

43

44 Basic Hydrolysis Saponification

45 Basic Hydrolysis of an Amide

46 Mechanism

47

48 Reduction of Esters with LiAlH 4

49 DIBAH Diisobutyl Aluminum Hydride


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