Chapter 20 lec notes

Chapter 20 lec notes - Chemistry 0320 Spring 2008 Ch 20...

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Unformatted text preview: Chemistry 0320 Spring 2008 Ch 20 Carboxylic Acid Derivatives page 1 Chapter 20: Carboxylic Acid Derivatives 20-1 Reactivities O X R O NR' 2 R O O R O OR' R R O > > > O R ! + !- Nu Electronegativity: X > OC(=O)R > OR' > NR' 2 O L R O L R O L R N contributes more than O stabilized less reactive toward nucleophiles 20-2 Chemistry of RC(=O)X X = Cl, Br in most cases O X R LiAl(O t Bu) 3 H R' 2 CuLi R'NH 2 R'OH O H R O OR' R O R' R O NHR' R Chemistry 0320 Spring 2008 Ch 20 Carboxylic Acid Derivatives page 2 O X R R'OH O X R O H R' O O R R' H X O O R R' O X R O X R N H R' O N R R' H O NHR' R R'NH 2 H H R'NH 2 O X R O X R H O H R H O X R O X R R' O R' R R' Note: R'- from cuprates do not attack ketones unlike Grignard reagents. O R' R R' Chemistry 0320 Spring 2008 Ch 20 Carboxylic Acid Derivatives page 2 O X R R'OH O X R O H R' O O R R' H X O O R R' O X R O X R N H R' O N R R' H O NHR' R R'NH 2 H H R'NH 2 O X R O X R H O H R H O X R O X R R' O R' R R' Note: R'- from cuprates do not attack ketones unlike Grignard reagents....
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This note was uploaded on 04/13/2008 for the course CHEM 320 taught by Professor Koide during the Spring '08 term at Pittsburgh.

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Chapter 20 lec notes - Chemistry 0320 Spring 2008 Ch 20...

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