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Chapter 21: 23P (page 817)

What 1° amine and carbonyl compound are needed to prepare each imine?
a.
b.

Short Answer

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Step by step solution

Imines

A derivative of carbonyl compounds, imines are formed by the condensation of an aldehyde or ketone with a primary amine.

Imine formation

The following imines are formed by the reaction of the given carbonyl compounds with the primary amines:

a. Acetaldehyde reacts with nitropropane to form the given imine.

Formation of imine

4-methylcyclohexanone reacts with aniline to form the given imine

Formation of Imine

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Most popular questions from this chapter

Devise a synthesis of each compound from cyclohexene and organic alcohols. You may use any other required organic or inorganic reagents

Besides the tert-butyldimethylsilyl ethers introduced in Chapter 20, there are many other widely used alcohol protecting groups. For example, an alcohol such as cyclohexanol can be converted to a methoxy methyl ether (a MOM protecting group) by treatment with base and chloromethyl methyl ether, . The protecting group can be removed by treatment with aqueous acid.

a. Write a stepwise mechanism for the formation of a MOM ether from cyclohexanol.

b. What functional group comprises a MOM ether?

c. Besides cyclohexanol, what other products are formed by aqueous hydrolysis of the MOM ether? Draw a stepwise mechanism that accounts for formation of each product.

Draw the products of each reaction.