Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 21, Problem 21.12P
Interpretation Introduction

Interpretation:

The reason as to why the acid-catalyzed hydrolysis of esters is faster than that of amides is to be explained using the analysis of resonance effects and leaving-group basicities.

Concept introduction:

The hydrolysis is the reaction in which a compound is broken down using the molecule of water. The hydrolysis reactions are generally catalyzed by acids and bases. The hydrolysis of the carboxylic derivatives produces carboxylic acids.

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In biochemical reactions, decarboxylation of carboxylic acids typically takes place for-keto carboxylic acids. Justify a rational why nature opted for-keto carboxylic acid decarboxylation. Among the following types of biochemical reactions, ester hydrolysis, rearrangement reactions, water elimination reactions, and anhydride hydrolyses, which one is the most favorable one. Rank the above reactions types in the order of being the most to least favorable reaction
Write the mechanism for the following reactions:1. the acid-catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine2. the acid-catalyzed hydrolysis of an enamine to a carbonyl compound and a secondary amine
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