Chemistry 1152
Review for Exam III
1. Write systematic names for the following:
f)
O
(CH3)2CH C
OH
O
O
h) CH3(CH2)4- C
g) H3C
O
CH2
CH2
C
CH2 CH3
OH
CH2
2. Draw structures for the following…
e. phenyl acetate (phenyl ethanoate)
f. 3-chlorobenzoic acid
g. ethyl benzoate
h. 2-methylbutanoic acid
k. the acid chloride of propanoic acid
5. Explain whether the molecules pictured here are the same, isomers or totally
unrelated.
O
O
a)
and
C CH2 CH3
CH2 C
H3C
HO
OH
O
O
b)
and
HC
H3C
CH2 C
O CH2 CH3
OH
O
H2C
c) H3C CH2 CH2 C
and
O CH2
CH2 CH CH CH2
OH
OH
CH3
O
H3C CH2 CH2 C
HO
O CH2
CH3
CH2
OH
d)
and
O
O
C
e) H3C CH2 C
and
O
H3C
CH2 O
6. Write the reaction for the saponification of a fat or an oil. Are the reactions different?
7. Convert an appropriate alcohol to pentanoic acid.
8. Prepare ethanol from ethene. Then convert the ethanol to ethanoic acid.
9. Draw structures of…
a. a wax
b. a soap
c. a fat or oil
e. a phenyl ester
11. What are the products of the hydrolysis of a fat?
15. Draw propyl pentanoate. Draw potassium propanoate.
16. Complete the following reactions. If no reaction occurs, write “NO REACTION.”
NaOH
a) propyl benzoate
O
c)
C
CH2
H3C
CH2
O Na+
+ HCl
O
g) CH3CH2CH2OH + CH3CH2CH2- C
OH
H+
Δ
H+
Δ
h) methyl ethanoate + H2O
O
i)
+ NH4OH
C
H3C
OH
O
j)
+ CH3CH2OH
C
H+
Δ
OH
O
k) H3C CH2 CH2 C
+ NaOH
OH
l) Soap + HCl
O
+ H3C CH2 CH2 CH2 OH
m) H3C CH2 CH2 C
H+
Δ
OH
o)
Fat + NaOH
Δ
O
p)
H3C
C
+ H2O
O
HCl
q) CH3COOH + NaOH
O
s)
H
C
+ KOH
OH
O
H3C
C
CH3
H3C CH OH
Cl
H+
Δ
w)
+
O
x)
H+
Δ
+ H2O
CH3
C
O
C
CH3
CH3
17. Draw structures for the following…
a) 5-chloro-3-methylhexanoic acid
b) pentyl pentanoate
c) methanoic acid
18. Name each of the following…
O
O
a)
b)
H2C CH2 CH2 C
H3C CH2 C
Br
O- K+
OH
O
CH3
d) H3C C CH2 C
CH3
e)
O
c)
C
H3C CH2
O
CH3
CH3
O
H3C CH2 CH2 CH CH2 CH2 CH CH2 CH C
OH
OH
19. Complete these reactions, as always, if no reaction occurs, write NO REACTION.
a) Oil + H2
Pt
b) Oil + NaOH
c) Oil + H2O
Δ
H+
Δ
O
d) H3C CH2 CH2 C
+ HCl
O- Na+
O
O
+ Lotsa H3C CH2 OH
C CH2 CH2 C
g)
HO
OH
O
h) H3C C
+
H3C CH2 OH
H+
Δ
OH
i) HCOOH + NaOH
O
j)
H3C
C
O
CH3
+ H2O
H+
Δ
CH3
k) H3C CH2 CH2 C
CH3
OH
KMnO4
O
l)
+ CH3OH
C
Cl
O
o)
H3C CH2 C
O CH CH3
CH3
p) Soap + HCl
NaOH
Δ
H2O, H+
Δ
H+
Δ
s)
C
O
+
HO
Cl
20. For each of the following reactions, you supply the reactants and conditions
necessary to produce the indicated product.
a)
H3C
CH2 O
O
O
e)
H3C
C
CH2
CH2
OH