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Carboxylic Acids Carboxylic Acids  Nomenclature  Properties  Preparation reactions  Typical reactions  Spectroscopy.

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Presentation on theme: "Carboxylic Acids Carboxylic Acids  Nomenclature  Properties  Preparation reactions  Typical reactions  Spectroscopy."— Presentation transcript:

1 Carboxylic Acids Carboxylic Acids  Nomenclature  Properties  Preparation reactions  Typical reactions  Spectroscopy

2 Nomenclature Nomenclature Carboxylic acids Carboxylic acids »IUPAC »Common Acid derivatives Acid derivatives »IUPAC »Common

3 RCOOH Preparation Reactions  Oxidation of Primary Alcohols  Oxidation of Aldehydes  Oxidation of Substituted Aromatics  Carbonation of Grignard reagents  Hydrolysis of Acid derivatives and Nitriles  Haloform reaction  Periodic acid Cleavage of Vicinal Dials/Diketones  Oxidative Cleavage of Alkenes/Alkynes

4 Carboxylic Acids via Oxidation Carboxylic Acids via Oxidation u From Primary Alcohols u From Aldehydes u From Substituted Aromatics

5 Carbonation of Grignard Reagents

6 Hydrolysis of Acid Derivatives and Nitriles

7 Haloform Reaction Cleavage of methyl carbinols Cleavage of methyl carbonyls

8 Periodic Acid Cleavage of Vicinal Dials/Diketones

9 Oxidative Cleavage Reactions Oxidative Cleavage Reactions  Alkene Cleavage  Hot Potassium Permanganate  Alkyne Cleavage  Hot Potassium Permanganate  Ozonolysis  Alkene Cleavage  Hot Potassium Permanganate  Alkyne Cleavage  Hot Potassium Permanganate  Ozonolysis

10 Typical RCOOH reactions Typical RCOOH reactions   Conversion to carboxylate salts   Conversion to acid halides   Conversion to esters   Conversion to amides   Conversion to anhydrides   Reduction to alcohols   Decarboxylation

11 Carboxylates from Carboxylic Acids Carboxylates from Carboxylic Acids v Reaction with Active Metals v Reaction with Strong Base v Reaction with Weak Base

12 Acid Chlorides from RCOOH Acid Chlorides from RCOOH  Reaction with Thionyl Chloride  Reaction with Phosphorus Trichloride  Reaction with Phosphorus Pentachloride

13 Ester Formation Ester Formation  From Carboxylic Acids with ROH via mineral acid catalysis via the use of diazomethane  From Acid Chlorides  From Acid Anhydrides

14 Amide Formation Amide Formation  Direct Conversion of Acids to Amides  From Acid Chlorides  From Acid Anhydrides  From Esters

15 Acid Anhydride Formation Acid Anhydride Formation  Via Dehydration of Carboxylic Acids  Via Reaction of RCOCl with RCOOH  Via Reaction of RCOCl with RCOONa

16 Formation of Cyclic Anhydrides Formation of Cyclic Anhydrides

17 Reduction of Carboxylic Acids  Lithium Aluminum Hydride reduction  Diborane reduction

18 Decarboxylation of RCOOH   Thermolysis of beta-diacids   Thermolysis of beta-keto acids

19 Spectroscopy InfraredPmrCmr


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