PROBLEM Acid-catalyzed hydrolysis of a nitrile to give a carboxylic acid occurs by 20-25 initial protonation of the nitrogen atom, followed by nucleophilic addition of water. Review the mechanism of base-catalyzed nitrile hydrolysis in Section 20.7 and then predict the products for the following reactions. Write the steps involved in the acid-catalyzed reaction, using curved arrows. (a) (b) Х N HCL ? H2O HCL CH3 C=N ? H₂O

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PROBLEM Acid-catalyzed hydrolysis of a nitrile to give a carboxylic acid occurs by
20-25 initial protonation of the nitrogen atom, followed by nucleophilic addition
of water. Review the mechanism of base-catalyzed nitrile hydrolysis in
Section 20.7 and then predict the products for the following reactions.
Write the steps involved in the acid-catalyzed reaction, using curved
arrows.
(a)
(b)
Х
N
HCL
?
H2O
HCL
CH3
C=N
?
H₂O
Transcribed Image Text:PROBLEM Acid-catalyzed hydrolysis of a nitrile to give a carboxylic acid occurs by 20-25 initial protonation of the nitrogen atom, followed by nucleophilic addition of water. Review the mechanism of base-catalyzed nitrile hydrolysis in Section 20.7 and then predict the products for the following reactions. Write the steps involved in the acid-catalyzed reaction, using curved arrows. (a) (b) Х N HCL ? H2O HCL CH3 C=N ? H₂O
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