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Chapter 25: 48 (page 1043)

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

(a)

(b)

(c)

Short Answer

Expert verified

(a)

(b)

(c)

Step by step solution

01

Reduction reaction

The reduction of amides into amines can be done in the presence of reducing agents. In this reaction, lithium aluminum hydride is used.

02

Explanation

(a)

The structure of the amide that is needed to form the amine by reduction is mentioned below.


Structure of amide in a

(b)

The structure of the amide that is needed to form the amine by reduction is mentioned below.

Structure of amide in b

(c)

The structure of the amide that is needed to form the amine by reduction is mentioned below.

Structure of amide in c

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Most popular questions from this chapter

Question: Draw the structure that corresponds to each name.

  1. N-isobutylcyclopentanamine
  2. tri-tert-butylamine
  3. N, N-diisopropylaniline
  4. N-methyl pyrrole
  5. N-methylcyclopentanamine
  6. 3-methylhexan-2-amine
  7. 2-sec-butylpiperidine
  8. (S)-heptan-2-amine

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

Treatment of compound D with LiAlH4 followed by H2O forms compound E. D shows a molecular ion in its mass spectrum at m/z= 71 and IR absorptions at 3600-3200cm-1 and . E shows a molecular ion in its mass spectrum at m/z= 75 and IR absorptions at 3636cm-1 and 3600-3200cm-1 . Propose structures for D and E from these data and the given 1H NMR spectra.

Question: What starting materials are needed to prepare each drug using reductive amination? Give all possible pairs of compounds when more than one route is possible.

a.

b.

Draw the product Y of the following reaction sequence. Y was an intermediate in the remarkable synthesis of cyclooctatetraene by Wilstatter in 1911.
See all solutions

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