Reactions of Amines Practice Problems

In the following practice problems, the reactions and different ways of preparing amines will be discussed. 

Keep in mind that aside from the reactions specifically related to amines, such as the Gabriel amine synthesis, there are transformations that will require your knowledge from the previous chapters.

 

 

Practice

1.

Determine the major product in each of the following reactions:

 

 

a)
Answer

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b)
Answer

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c)
Answer

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d)
Answer

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e)
Answer

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f)
Answer

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g)
Answer

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h)
Answer

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i)
Answer

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j)
Answer

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k)
Answer

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l)
Answer

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2.

Propose reagents to achieve each transformation:

a)
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b)
Answer

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c)
Answer

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d)
Answer

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e)
Answer

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f)
Answer

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3.

Devise a synthesis of each of the following compounds using an arene diazonium salt. They all require more than one step and you may select the desired regioisomer (for example the para product from an ortho, para mixture) when needed.

The answers to these problems can be found under the arene diazonium salts post.

 

4.

Suggest a mechanism for the following transformations of the amine:

 

 

Answer

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5.

Propose a mechanism for the following synthetic transformation:

Answer

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6.

Draw a plausible mechanism for the following synthetic transformation:

Answer

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7.

Add the missing compounds and reagents, and draw a mechanism for the last step for the synthesis of diazepam:

 

 

Answer

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8.

Identify the structure of intermediate A and draw a mechanism for its conversion to the final product:

Answer

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