Chapter 21: Q27E (page 726)
Name the following compounds:
a.
b.
Name of the following two compounds can be given as:
The name is given as
The name is given as
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21-36 When 4-dimethylaminopyridine (DMAP) is added in catalytic amountsto acetic anhydride and an alcohol, it significantly increases the rate of ester formation. The process begins with a reaction between acetic anhydride and DMAP to form a highly reactive acetylpyridinium intermediate that is more reactive than acetic anhydride itself. Propose a mechanism for this process that includes the formation and reaction of the acetylpyridinium intermediate.
21-47 Draw and name compounds that meet the following descriptions:
(a) Three acid chlorides having the formula
(b) Three amides having the formula
How would you prepare the following compounds starting with an appropriate carboxylic acid and any other reagents needed? (Reddish brown = Br.)
a.
b.
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?
21-61 Qiana, a polyamide fiber with a silky texture, has the following structure. What are the monomer units used in the synthesis of Qiana?
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