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Carboxylic Acids Derivatives other than Ester Nanoplasmonic Research Group Organic Chemistry Chapter 10 Part II.

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Presentation on theme: "Carboxylic Acids Derivatives other than Ester Nanoplasmonic Research Group Organic Chemistry Chapter 10 Part II."— Presentation transcript:

1 Carboxylic Acids Derivatives other than Ester Nanoplasmonic Research Group Organic Chemistry Chapter 10 Part II

2 Activated Acyl Compounds - Focus on leaving group - Acyl Halides Carboxylic acids with thionyl chloride or phosphorus pentachloride Acid Anhydrides Carbonylation of methylacetate or dehydration of carboxylic acids

3 Acyl halides can react with.. Water to form a carboxylic acid Alcohol to form an ester Amine to form an amide

4 Acid anhydrides can react with.. Water to form a carboxylic acid Alcohol to form an ester Amine to form an amide “The point is acid anhydride is more reactive than ester, but less reactive than acyl halide toward nucleophile”

5 The least reactive carboxylic acid derivative - Amide - The reaction of a carboxylic acid with an amine Planar geometry!!: rotation around the C-N bond is restricted due to resonance High boiling point

6 The Claisen Condensation (I) Carbon-carbon bond forming reaction that occurs between two esters or one ester and another carbonyl compound in the presence of a strong base At least one of the reagents must be enolizable The base used must not interfere with the reaction (nonnucleophilic!!!!)

7 The Claisen Condensation (II)

8 Summary (Reaction of Acid Derivatives)

9 The Claisen Condensation (II)


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