Predict the products, propose mechanisms for the reactions of carboxylic acidderivatives with reducing agents, alcohols, amines, and organometallic reagentssuch as Grignard, organolithium, and organocuprate reagents

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Predict the products, propose mechanisms for the reactions of carboxylic acid
derivatives with reducing agents, alcohols, amines, and organometallic reagents
such as Grignard, organolithium, and organocuprate reagents

Expert Solution
Step 1

Most of the carboxylic acids on reduction with reducing agents lead to the formation of primary alcohols. These reductions are normally carried out using a strong reducing agent, such as lithium aluminum hydride. Carboxylic acids are also reduced to alcohols in the presence of diborane. The carboxylic acid derivatives are also reduced by lithium aluminum hydride. The reaction and mechanism involved are as follows:

Chemistry homework question answer, step 1, image 1

Step 2

Carboxylic acids react with alcohols in the presence of an acid catalyst to form esters. This is known as the esterification reaction. The reaction of an acid and alcohol is shown below.

Chemistry homework question answer, step 2, image 1

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