CH19 April 7

CH19 April 7 - Reduction of Carboxylic Acids: LiAlH4...

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Reduction of Carboxylic Acids: Examples: Simple Synthesis Problem: . LiAlH4reduces carboxylic acids but NaBH 4does not BH3(Borane) in THF reduces carboxylic acids to primary alcohols [selective reduction] Used in preference to LiAlH 4when sensitive groups are present Title: Jul 20 ­ 9:19 AM (1 of 12)
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Chemistry of Nitriles Preparation Reactions: Similar in Reactivity to Carboxylic Acids We have seen the first prep method already: Additional Method: Dehydration of a Primary Amide Mechanism: Both the carboxylic acid carbonyl carbon and the nitrile carbon are electrophilic SN2 reaction of KCN (­CN) with a primary alkyl halide Title: Jul 20 ­ 9:27 AM (2 of 12)
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Reactions of Nitriles: The Anatomy of Nucleophilic Attack: Nitrile Reaction Overview: Title: Jul 20 ­ 9:41 AM (3 of 12)
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Hydrolysis of Nitriles: General Reaction: Mechanism: Base Catalyzed Title: Jul 20 ­ 9:52 AM (4 of 12)
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Hydrolysis of Nitriles: Mechanism: Acid Catalyzed Title: Jul 20 ­ 10:01 AM (5 of 12)
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This note was uploaded on 05/08/2008 for the course CHEM 2212 taught by Professor Habbard during the Spring '08 term at UGA.

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CH19 April 7 - Reduction of Carboxylic Acids: LiAlH4...

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