Learning Guide for Chapter 24 - Carboxylic Acid derivatives

LG Ch 24 p 13If a mixed anhydride is used, two sets of products are possible, depending on which C=Ois attacked.OOOOHA cyclic anhydride gives a compound with a carboxylic acid and an ester or amide whichwould otherwise be difficult to synthesize.OOONH 3Esters - can be converted to other esters or to amides. Amines are strong enoughnucleophiles to attack an ester, but alcohols are not. When converting an ester to anotherester (called a transesterification), the ester must be activated by acid or attacked by analkoxide. The mechanisms have the same steps as the hydrolysis of an ester.OOH 2 SO 4OHOOOOHOONH 2