310-15 - CH 310 N T Th 2-3:30 LECTURE 15 Textbook...

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CH 310 N T Th 2-3:30 LECTURE 15 Textbook Assignment: Chapter 18 Homework (for credit): POW 7 posted Today’s Topics: Derivatives of Carboxylic Acids Notice & Announcements: Exam II: Monday 10/19 7-9 PM Last Name A-L: WEL 1.308 Last Name M-Z: WEL 2.224 Organic Lecture Series 2 Functional Functional Derivatives of Derivatives of Carboxylic Acids Carboxylic Acids
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Organic Lecture Series 3 Acid halides react with ammonia, 1° amines, and 2° amines to form amides – 2 moles of the amine are required per mole of acid chloride Cl O 2NH 3 NH 2 O 4 + - ++ Hexanoyl chloride Ammonia Hexanamide Ammonium chloride Reaction with Ammonia Reaction with Ammonia Organic Lecture Series 4 Acid anhydrides react with ammonia, and 1° and 2° amines to form amides –2 moles of ammonia or amine are required CH 3 COCCH 3 OO 3 3 CNH 2 O 3 CO - 4 + O + + Acetic anhydride Acetamide acetate Reaction with Ammonia Reaction with Ammonia
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Organic Lecture Series 5 • Esters react with ammonia, and 1° and 2° amines to form amides – esters are less reactive than either acid halides or acid anhydrides • Amides do not react with ammonia, or 1° or 2° amines Ph OEt O NH 3 2 O Et OH Phenylacetamide Ethyl phenylacetate + + Ethanol Reaction with Ammonia Reaction with Ammonia Organic Lecture Series 6 Acid chlorides react with salts of carboxylic acids to give anhydrides – most commonly used are sodium or potassium salts + Acetyl chloride Sodium benzoate Acetic benzoic anhydride + CH 3 CCl - OC 3 COC N a + Cl - Na + O O OO Acid Chlorides with Salts Acid Chlorides with Salts This is a method to prepare mixed acid anhydrides
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Organic Lecture Series 7 Interconversions Organic Lecture Series 8 –treating a formic ester with 2 moles of Grignard reagent followed by
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310-15 - CH 310 N T Th 2-3:30 LECTURE 15 Textbook...

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