Back
Problem 16.1a
Identify the following compounds as primary, secondary, or tertiary amines.
a. CH₃(CH₂)₄ CH₂NH₂
Problem 16.1b
Identify the following compounds as primary, secondary, or tertiary amines.
b. CH₃CH₂CH₂NHCH(CH₃)₂
Problem 16.1c
Identify the following compounds as primary, secondary, or tertiary amines. <IMAGE>
Problem 16.12a
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.
Problem 16.13a
Complete the following equations: a. <IMAGE>
Problem 16.13c
Complete the following equations: c. <IMAGE>
Problem 16.17a
Write the structures of the following compounds:
a. Butyldiethylammonium bromide
Problem 16.2a
What are the names of these amines?
a. (CH₃CH₂CH₂)₂NH
Problem 16.2c
What are the names of these amines?
c. <IMAGE>
Problem 16.21
Write the structure of benzylamine hydrochloride in two different ways, and name the hydrochloride as an ammonium salt.
<IMAGE>
Problem 16.23a
<IMAGE>
a. For the compound above, identify each nitrogen as either a primary, secondary, tertiary, quaternary, or aromatic amine.
Problem 16.24b
The structure of the amino acid lysine (in its uncharged form) is shown below.
<IMAGE>
b. Is lysine likely to be water-soluble? Explain.
Problem 16.26
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⁻.
Problem 16.28b
Complete the following equations:
b. <IMAGE>
Problem 16.3d
Draw structures corresponding to the following names:
d.4-Amino-2-butanol
Problem 16.35a
Give names or structures for the following ammonium salts. Indicate whether each is the ammonium salt of a primary, secondary, or tertiary amine.
a. <IMAGE>
Problem 16.36a
Give names or structures for the following ammonium salts. Indicate whether each is the ammonium salt of a primary, secondary, or tertiary amine.
a. <IMAGE>
Problem 16.40
Draw the structures of the ammonium ions formed when the amines in Problem 16.30 are treated with acid.
Problem 16.40a
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>
Problem 16.42a
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>
Problem 16.44
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>
Problem 16.53a
Name the following compounds:
a. <IMAGE>
Problem 16.53e
Complete the following equations (Hint: Answers may include concepts learned from previous organic chapters):
e. <IMAGE>
Problem 16.6
Draw the condensed and line formula of the molecule in the margin. Is it a primary, secondary, or tertiary amine? Why?
<IMAGE>
Problem 16.7
Arrange the following compounds in order of increasing boiling point. Explain why you placed them in that order.
a. <IMAGE>
Problem 16.9
Provide compounds that fit the following descriptions:
a. Two amines that are gases at room temperature
b. A heterocyclic amine
c. A compound with an amine group on an aromatic ring
Problem 17.36c
Give names or structures for the following ammonium salts. Indicate whether each is the ammonium salt of a primary, secondary, or tertiary amine.
c. N-Butyl-N-isopropylhexylammonium chloride
