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Published byRalf Griffith Modified over 9 years ago
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Carboxylic Acids Derivatives other than Ester Nanoplasmonic Research Group Organic Chemistry Chapter 10 Part II
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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
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Acyl halides can react with.. Water to form a carboxylic acid Alcohol to form an ester Amine to form an amide
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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”
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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
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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!!!!)
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The Claisen Condensation (II)
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Summary (Reaction of Acid Derivatives)
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The Claisen Condensation (II)
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