Chem 224 Ch. 19

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Show how you would use direct alkylation to synthesize the following compounds.

19-16 a

Show how you would use direct alkylation to synthesize the following compounds

19-16 b

Show how you would use direct alkylation to synthesize the following compounds

19-16 c

Give the products expected from the following reactions

19-17 a

Give the products expected from the following reactions

19-17 b

Give the products expected from the following reactions

19-17 c

Give the products expected when the following tertiary amines are treated with a peroxyacid and heated

19-21 a

Give the products expected when the following tertiary amines are treated with a peroxyacid and heated

19-21 b

Give the products expected when the following tertiary amines are treated with a peroxyacid and heated

19-21 c

Give the products expected when the following tertiary amines are treated with a peroxyacid and heated

19-21 d

with sodium nitrile in dilute HCl

19-23 a

with sodium nitrile in dilute HCl

19-23 b

with sodium nitrile in dilute HCl

19-23 c

with sodium nitrile in dilute HCl

19-23 d

Convert aniline to following compounds

19-25 a

Convert aniline to following compounds

19-25 b

Convert aniline to following compounds

19-25 c

Convert aniline to following compounds

19-25 d

Convert aniline to following compounds

19-25 e

Convert aniline to following compounds

19-25 f

Convert aniline to following compounds

19-25 g

Convert aniline to following compounds

19-25 h

Show how to synthesize the following amines from the indicated starting materials by reductive amination.

19-26 a-b

Show how to synthesize the following amines from the indicated starting materials by reductive amination.

19-26 c-d

Show how to synthesize the following amines from the indicated starting materials by reductive amination

19-26 e-f

Which of the amines listed next is resolved into enantiomers? In each case, explain why interconversion of the enantiomers does or does not take place

19-4 b

Which of the amines listed next is resolved into enantiomers? In each case, explain why interconversion of the enantiomers does or does not take place

19-4 c

Which of the amines listed next is resolved into enantiomers? In each case, explain why interconversion of the enantiomers does or does not take place

19-4 d

Which of the amines listed next is resolved into enantiomers? In each case, explain why interconversion of the enantiomers does or does not take place

19-4 e

19-37

Complete the following proposed acid-base reactions, and predict whether the reactants or products are favored

19-32

For each compound, (1) classify the nitrogen-containing functional groups. (2) provide an acceptable name.

19-35

In each pair of compounds, select the stronger base, and explain your choice

19-38 a-g

Predict the products of the following reactions:

19-38 b

Predict the products of the following reactions:

19-38 c

Predict the products of the following reactions:

19-38 i-k

Predict the products of the following reactions:

19-39 a-f

Predict the products of the following reactions:

19-39 g-j

Predict the products of the following reactions:

19-46

Propose mechanisms for the following reactions.

19-33

Rank the amines in each set in order of increasing basicity

19-44

Synthesize Novocaine from benzene and any other reagents of four carbons or fewer.

19-45

Synthesize from benzene

19-43

The following drugs are synthesized using the methods in this chapter and in previous chapters. Devise a synthesis for each, starting with any compounds containing no more than six carbon atoms

19-47 a

The two most general amine syntheses are the reductive amination of carbonyl compounds and the reduction of amides. Show how these techniques can be used to accomplish the following syntheses.

19-47 b

The two most general amine syntheses are the reductive amination of carbonyl compounds and the reduction of amides. Show how these techniques can be used to accomplish the following syntheses.

19-42 a

Using any necessary reagents, show how you would accomplish the following syntheses.

19-42 b

Using any necessary reagents, show how you would accomplish the following syntheses.

19-42 g

Using any necessary reagents, show how you would accomplish the following syntheses.

19-36

Which of the following compounds are capable of being resolved into enantiomers?

19-34

Within each structure, rank the indicated nitrogens by increasing basicity

19-3

a

Which of the amines listed next is resolved into enantiomers? In each case, explain why interconversion of the enantiomers does or does not take place

a

19-6

c

19-10

d

19-12

e

19-20a

exhaustive methylation

19-20b

exhaustive methylation

19-20c

exhaustive methylation

19-20d

exhaustive methylation

19-20e

exhaustive methylation

19-20f

exhaustive methylation

19-14 a

f

19-15

g

19-27

i

19-29

j

19-30

k

19-31

l

19-40

the following compounds, using any necessary reagents.


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