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Carboxylic Acids Nitriles Natural Products Nomenclature Acidity Preparation Reactions.

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Presentation on theme: "Carboxylic Acids Nitriles Natural Products Nomenclature Acidity Preparation Reactions."— Presentation transcript:

1 Carboxylic Acids Nitriles Natural Products Nomenclature Acidity Preparation Reactions

2 Analgesics

3 Fats and Fatty Acids

4 Prostaglandins

5 Penicillins from mold

6 From Ergot Fungus

7 Common Nomenclature

8

9 I.U.P.A.C. Nomenclature

10 Dicarboxylic Acids

11 A Diacid

12 Unusually High Melting and Boiling Points

13 Boiling Points

14 Acidity is due to Delocalization of the Charge in the Conjugate Base

15 Alcohol vs. Acid

16 e - Withdrawing Groups Enhance Acidity

17 Benzoic acids

18 Deprotonation

19 Ester Formation

20 Carboxylic Acid Preparations Oxidation of 1 o alcohols and aldehydes with Na 2 Cr 2 O 7 /H 2 SO 4 KMnO 4 oxidation of alkylbenzenes Grignard reaction with CO 2 (Carboxylation) Hydrolysis of a carboxylic derivative: e.g. acid chloride, acid anhydride, ester, amide, nitrile

21 Grignard Reaction with CO 2

22 Mechanism

23 Hydrolysis of a Nitrile

24 Reduction of Carboxylic Acids

25 Naming Nitriles

26 Dehydration of an Amide use strong dehydrating agent

27 Reduction of Nitriles

28 Grignard Addition to a Nitrile

29 Partial Mechanism

30 The Rest of the Mechanism


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