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Chapter 25: PROBLEM 25.12 (page 1010)

Which amines cannot be prepared by reduction of an amide?

a.

b.

c.

d.

Short Answer

Expert verified

Answer

The amine a cannot be made by reduction of an amide.

Step by step solution

01

Condition for the reduction of amide

Amines with a CH2or CH3bonded to the N can be made by the reduction of an amide.The carbonyl group of amide participates in the reduction and is reduced into the amine.

02

Explanation

a. In the given compound, the nitrogen is bonded to the benzene. Therefore, it cannot be made by reduction of an amide.

b. In the given compound, the nitrogen bonded to CH2can be made by reduction of an amide.

c. In the given compound, the nitrogen bonded to tertiary carbon can be made by reduction of an amide.

d. In the given compound, the nitrogen bonded to secondary carbon can be made by reduction of an amide.

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Most popular questions from this chapter

Question: Write out steps to show how each of the following pairs of compounds can be separated by an extraction procedure.

a.

and

b.

and

Question: Give a systematic or common name for each compound.

a.

b.

c.

d.

e.

f.

g.

h.

What amide(s) can be used to prepare each amine by reduction?

(a)

(b)

(c)

Question: Varenicline (trade name Chantix) is a drug used to help smokers quit their habit.

(a) Which N atom in varenicline is most basic? Explain your choice.

(b) What product is formed when varenicline is treated with HCl?

Alkyl diazonium salts decompose to form carbocations, which go on to form products of substitution, elimination, and (sometimes) rearrangement. Keeping this in mind, draw a stepwise mechanism that forms all of the following products.
See all solutions

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