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Chapter 22: Q19. (page 894)

Question: What product is formed when acetic acid is treated with each reagent: (a)CH3NH2 ; (b) CH3NH2, then heat; (c) CH3NH2 + DCC?

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

Step-by-Step SolutionStep 1: Reaction of the carboxylic acid with amines

The carboxylic acids react with the amines to form the amides. These reactions are an example of nucleophilic acyl substitution reactions.

The reaction of carboxylic acids with the primary amines forms the secondary amides.

02

The reaction of acetic acid with the given reagents is as follows:

a. The reaction of the acetic acid with the primary amine

Product formation with reagent a.

b. The reaction of the acetic acid with the primary amine and then heat forms the secondary amide.

Product formation with reagent b.

c. The reaction of the acetic acid with the primary amine in the presence of DCC also forms the secondary amide.

Product formation with reagent c.

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Most popular questions from this chapter

Which of the following species represent organometallic compounds:

(a)BrMgC≡CCH2CH3 ; (b) NaOCH2CH3 ; (c)KOC(CH3)3 ; (d) PhLi?

Question: Draw the products of each reaction.

a.

b.

c.

d.

Draw a stepwise mechanism for the following reaction. Your mechanism must show how both organic products are formed.

Question: Rank the compounds in each group in order of increasing reactivity in nucleophilic acyl substitution.

a.C6H5CO2CH3,C6H5COCl,C6H5CONH2b.CH3CH2CO2H,(CH3CH2CO)2O,CH3CH2CONHCH3

Question: What products are formed when all of the amide and ester bonds are hydrolyzed in each of the following compounds? Tamiflu [part (a)] is the trade name of the antiviral agent oseltamivir, thought to be the most effective agent in treating influenza. Aspartame [part (b)] is the artificial sweetener used in Equal and many diet beverages. One of the products of this hydrolysis reaction is the amino acid phenylalanine. Infants afflicted with phenylketonuria cannot metabolize this amino acid, so it accumulates, causing mental retardation. When the affliction is identified early, a diet limiting the consumption of phenylalanine (and compounds like aspartame that are converted to it) can make a normal life possible

a.

b.

See all solutions

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