Chapter 15: Q33P (page 712)
Problem:What acyl chloride and amine are required to synthesize the following amides?
a. N-ethylbutanamide b. N,N-dimethylbenzamide
Short Answer
Answer
a.

b.

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Chapter 15: Q33P (page 712)
Problem:What acyl chloride and amine are required to synthesize the following amides?
a. N-ethylbutanamide b. N,N-dimethylbenzamide
Answer
a.

b.

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Phosgene (COCl2) was used as a poison gas in World War I. What product would be formed from the reaction of phosgene with each of the following reagents?
a. one equivalent of methanol
b. excess methanol
c. excess propylamine
d. excess water
When a compound with molecular formula undergoes acid-catalyzed hydrolysis, one of the products that is isolated gives the following NMR spectrum. Identify the compound.

a. Propose a mechanism for the formation of succinic anhydride in the presence of acetic anhydride.
b. How does acetic anhydride make it easier to form the anhydride?
Propose a mechanism for the reaction of an acyl chloride with acetate ion to form an acid anhydride
Propose a mechanism that accounts for the formation of the product.

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