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Amide summary Summary of Organic Reactions (VII.

Carboxylic acids and their derivatives)


Page 16

E. 1.

Reactions of amide Hydrolysis of amide


O R C NH2 amide O C NH2 amide H3O reflux
+

O R C OH carboxylic acid O O R C carboxylate ion


-

OH reflux

2.

Dehydration of amide
O R C NH2 P2O5 or (CH3CO)2O
R C N

or SOCl2

3.

Hofmann degradation of non-substituted amide


O R C NH2 amide Br2 / NaOH(aq) R N H H 1?amine with 1 C less

Note : Only applicable to non-substituted amide.

4.

Reduction with lithium tetrahydridoaluminate


O
R C NH 2
1) LiAlH4

/ ether

H R C N H H H 1 amine

2) H

amide

Note : Amide is the only acid derivative which will not be reduced to alcohol.

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