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Chapter 21: Q28E (page 726)

How would you prepare the following compounds starting with an appropriate carboxylic acid and any other reagents needed? (Reddish brown = Br.)

a.

b.

Short Answer

Expert verified

Preparation of the given compounds can be shown as

a.

b.

Step by step solution

01

Preparation of Compound a

Acid reacts with alcohol to produce ester.

02

Preparation of Compound b

Acid reacts with ammonia or amines to produce amide. The compound given in b can be formed as

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Most popular questions from this chapter

21-71 Butacetin is an analgesic (pain-killing) agent that is synthesized commercially from p-fluoronitrobenzene. Propose a synthesis.

The following structure represents a tetrahedral alkoxide ion intermediate formed by the addition of a nucleophile to a carboxylic acid derivative. Identify the nucleophile, the leaving group, the starting acid derivative, and the ultimate product.

21-70 Treatment of a carboxylic acid with trifluoroacetic anhydride leads to anunsymmetrical anhydride that rapidly reacts with alcohol to give an ester.
R−C∥O−OH→(CF3CO)2OR−C∥O−O−C∥O−CF3→R'OHR−C∥O−OR'+CF3CO2H
(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?

How might you prepare the following esters from the corresponding acids?

Given IUPAC names for the following substances:
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