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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: Heating compound X with aqueous formaldehyde forms Y (C17H23NO),which has been converted to a mixture of lupinine and epilupinine, alkaloids isolated from lupin, a perennial ornamental plant commonly seen on the roadside in parts of Alaska (Section 25.10). Identify Y and explain how it is formed.

Question: Rank the following compounds in order of increasing basicity and explain the order you chose.

Question: Devise a synthesis of each compound from benzene.

a.

b.

c.

d.

Rank the following compounds in order of increasing basicity and explain the order you chose.

Question: Which nitrogen atom in each compound is more basic?

a.

b.
See all solutions

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