Chapter 21: Q-21-21-5P (page 688)
Predict the products of the following nucleophilic acyl substitution reactions:

Short Answer
The products of each reaction are as shown below:

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Chapter 21: Q-21-21-5P (page 688)
Predict the products of the following nucleophilic acyl substitution reactions:

The products of each reaction are as shown below:

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21-32 Predict the product(s) and provide the mechanism for each reactionbelow.

Write the mechanism of the reaction shown in Figure 21-9 between coenzyme A and acetyl adenylate to give acetyl CoA.
How might you prepare the following esters using a nucleophilic acyl substitution reaction of an acid chloride?
(a)
(b)
(c) Ethyl benzoate.
How might you prepare the following esters from the corresponding acids?

21-70 Treatment of a carboxylic acid with trifluoroacetic anhydride leads to anunsymmetrical anhydride that rapidly reacts with alcohol to give an ester.
(a) Propose a mechanism for the formation of the unsymmetrical anhydride.
(b) Why is the unsymmetrical anhydride unusually reactive?
(c) Why does the unsymmetrical anhydride react as indicated ratherthan giving a trifluoroacetate ester plus carboxylic acid?
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