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 Chapter 20: Carboxylic Acid Derivatives. NucleophilicAcylSubstitution 
Ch 20 contents

Reactions for Interconverting Carboxylic Acids Derivatives

Here is a table that summarises the methods for interconverting carboxylicacid derivatives.  The more important reactions in emphasised in bold,and the reactions of the parent carboxylic acids (chapter 19)in blue.
 
 

To make -> 

From 

-
RCO2-
R'OH
H2O
R2NH
H2O, HO-
-
-
R'OH
H2O
R2NH
H2O, HO-
-
R'OH, heat
H+ or B-
H2O, H3O+
heat
R2NH
H2O, HO-
heat
SOCl2
   or PCl3
Heat, -H2O
R'OH, heat
H+
-
R2NH
heat
HO-
-
-
-
H2O, H3O+
heat
-
H2O, HO-
heat
-
RCOCl
R'-Br or -I
H3O+
-
-


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organic chemistry © Dr. Ian Hunt, Department of Chemistry University of Calgary