chapter21_part1

chapter21_part1 - Chapter 21 Carboxylic Acid Derivatives...

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Chapter 21 Carboxylic Acid Derivatives
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Chapter 21 2 Acid Derivatives All can be converted to the carboxylic acid by acidic or basic hydrolysis. Esters and amides common in nature. =>
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Chapter 21 3 Naming Esters Esters are named as alkyl carboxylates. Alkyl from the alcohol, carboxylate from the carboxylic acid precursor. CH 3 CH 2 OH HO C O CH 3 H + + + H 2 O CH 3 CH 2 O C O CH 3 ethanol ethyl alcohol ethanoic acid acetic acid ethyl ethanoate ethyl acetate =>
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Chapter 21 4 Amides Product of the reaction of a carboxylic acid and ammonia or an amine. Not basic because the lone pair on nitrogen is delocalized by resonance. H C O N H H H C O N H H _ + Bond angles around N are close to 120 ° . =>
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Chapter 21 5 Classes of Amides 1 ° amide has one C-N bond (two N-H). 2 ° amide or N -substituted amide has two C-N bonds (one N-H). 3 ° amide or N,N -disubstituted amide has three C-N bonds (no N-H). =>
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Chapter 21 6 Naming Amides For 1 ° amide, drop - ic or - oic acid from the carboxylic acid name, add - amide . For 2 ° and 3 ° amides, the alkyl groups bonded to nitrogen are named with N - to indicate their position. CH 3 CHC N O CH 2 CH 3 CH 3 CH 3 N -ethyl- N ,2-dimethylpropanamide N -ethyl- N -methylisobutyramide =>
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Chapter 21 7 Cyclic Amides • Reaction of -NH
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This note was uploaded on 09/19/2011 for the course CHM 262 taught by Professor Staff during the Spring '08 term at Purdue.

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chapter21_part1 - Chapter 21 Carboxylic Acid Derivatives...

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