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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

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

Organic Chemistry
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter17: Carboxylic Acids
Section: Chapter Questions
Problem 17.53P
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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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