17. Amines

Complete the following equations: c. <IMAGE>

Complete the following equations: a. <IMAGE>

Write an equation for the acid-base equilibrium of:

a.Pyrrolidine and water

Label each species in the equilibrium as either an acid or a base.

Explain what bonds must be made or broken and where the electrons go when the hydrogen-bonded water between the two amines shown on page 507 reacts to form an amine, ammonium ion, and OH⁻.

Complete the following equations: 

b. <IMAGE>

Draw the structures of the ammonium ions formed when the amines in Problem 16.30 are treated with acid.

Complete the following equations (hint: remember that a nitrogen with three groups bound to it has a lone pair and one with four does not; see Worked Examples 16.4 and 16.5 for help):

a. <IMAGE>

Complete the following equations. (Hint: Remember that a nitrogen with three groups bound to it has a lone pair and one with four does not; see Worked Examples 16.4 and 16.5 for help.)

a. <IMAGE>

Choline has the following structure. Do you think that this substance reacts with aqueous hydrochloric acid? If so, what is the product? If not, why not? <IMAGE>

Complete the following equations (Hint: Answers may include concepts learned from previous organic chapters):

a. <IMAGE>

Complete the following equations (Hint: Answers may include concepts learned from previous organic chapters):

c. <IMAGE>

Complete the following equations (Hint: Answers may include concepts learned from previous organic chapters):

e. <IMAGE>

Determine the ammonium ion formed in the following reaction between diethylamine and hydrobromic acid.

Arrange the following compounds in order of increasing boiling point. Explain why you placed them in that order.

a. <IMAGE>

The structure of the amino acid lysine (in its uncharged form) is shown below.

<IMAGE>

b. Is lysine likely to be water-soluble? Explain.