SCH4U
Hydrocarbon Review and Practice
Read p. 8 – 18 of the textbook and answer these questions..
1. Butane exists in the form of two structural isomers. Draw the structural formula and
write the IUPAC name of each.
H H H H
H C
C
C
C
H
H
H H
H C C C H
H
H
H C H
H
H H H H
butane
(2-)methylpropane
2. Draw the condensed straight-chain structures for heptane and nonane.
CH3CH2CH2CH2CH2CH2CH3
CH3CH2CH2CH2CH2CH2CH2CH2CH3
3. Match each name in a-d with the correct structure in e-h.
D) 3-ethylhexane
A) 3-ethyl-2-methylhexane
H
a.
H
H
H
H
H
C
C
C
C
C
H
H H C H
H
H
H
H
H
f.
C
C
C
H
H
H
H
H
H
H
C
C
C
C
H
H
H
H
H
H
H
C
H
H
C
H
H C H
H C H
H
H
C) 2,2- dimethylhexane
B) 3-ethyl-4-methylhexane
g.
H
h.
H
H C H
H
H C
C
H
H C H
H
H
H
H
C
C
C
C
H
H
H
H
H
H
H
H
H
H
C
C
C
H
H
H
H
C
H
H
C
H
C
H
H
H
C
C
C
H
H
H
H
4. Write the names of the following alkanes:
a.
H
H
H
H
C
C
C
H
H
C
H
H
methylpropane
H
H
1
H
SCH4U
H
H
H
b.
H
C
C
H
C
H
H
C
H
H
H
C
C
H
H
H
2,2-dimethylbutane
H
H
H
c.
H
H
H
H
C
C
H
H
C
C
H
C
3-ethyl-2-methylpentane
H
H
H
C
C
C
H
H
H
H
H
H
5. How many hydrogen atoms would be in a molecule of an alkane containing 15 carbon
atoms? 50 carbon atoms?
CnH2n+2 = C15H32
C50H102
6. Draw the condensed structural formulas of the following compounds:
a. 2-methylbutane
CH3
CH3 CH CH2 CH3
b. 3,3-dichlorohexane
Cl
CH3 CH2 C
CH2
CH2 CH3
Cl
c. 4-ethyl-2,3,4-trimethyldecane
CH3
CH3 CH2
CH3 CH CH C CH2 CH2 CH2 CH2 CH2 CH3
CH3
CH3
7. Write the correct name for each of the following structures:
H
a.
c
H
Br Br H
H
H
H
C
C
C
C
C
C
H
Br H C H H
H
H
H
H
Cl
H
H
H
C
C
C
C
C
H
H
Cl
H
H
H
H
2,2,3-tribromo-3-methylhexane
b.
2,3-dichloropentane
H
H
H
H H
H
C
C
C
C C
C
d
H
H
H
H
C
H
H
H H
C
H
C
H
4-ethyl-2-methylhexane
H
H
H
H
H
H
H
H
C
C
H
H
H
C
H
H
C
H
C
H
H
H
C
H
H
H
C
C
C
C
H
H
H
H
H
3,3,5-trimethylheptane
2
H
SCH4U
Alkanes, Alkenes, Alkynes and Cyclics
Name or draw the following compounds:
Chemical structure
1
IUPAC Name
2-chlorobutane
Cl
H3 C
CH2
CH CH3
CH3
2
CH2
H3C
CH
CH2
HC
3,5-dimethylheptane
CH3
CH2
CH3
3
Br
H3C CH
Br
CH2
Cl
CH
CH
C
CH3
Cl
CH3
4,6-dibromo-2,2-dichloro-3-methylheptane
CH3
4
CH2
H3C C
NO2
CH2
CH2
CH
CH2
CH2
3-amino-5-ethyl-5-methyl-1-nitroheptane
NH2
CH3
5
CH3
H3C CH CH2 C CH2
CH3
CH3
2,4,4-trimethylhexane
CH3
CH3
CH2
6
Cl
HC CH2
CH
CH2
CH
CH3
2,3,7-trichloro-5-ethyloctane
Cl
Cl CH
CH3
7
NH2
NH2
H3C C CH2
NO2
8
Cl
Cl C CH2
Cl
2,4-diamino-2,3-dinitropentane
C CH3
NO2
Cl
Cl
C CH2
C CH3
Cl
Cl
1,1,1,3,3,5,5-heptachlorohexane
CH3
9
CH2
H3C
C
Br
CH2
CH
CH3
2-bromo-4,4-dimethylhexane
CH3
10
Br
H3C CH2
C CH2
CH3
3-bromo-3-chloropentane
Cl
11
NO2
H3C CH
Br
CH2
1-bromo-3-nitrobutane
CH2
3
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Cl
12
CH3
2,3-dichloropentane
CH CH CH2 CH3
Cl
CH3
13
3-bromo-2-methylheptane
CH3 CH CH CH2 CH2 CH2 CH3
Br
CH3
Cl
14
1,2-dichloropropene
C C
H
Cl
(trans geometric isomer)
Cl
15
CH3 CH CH2
Cl
NH2
CH2 C CH CH CH3
NH2
Cl Cl
16
CH3 C
C
4,4-diamino-2,3,6-trichlorooctane
Cl
2,2,3,3,4-pentachloropentane
CH CH3
Cl Cl Cl
17
H3C CH2
CH
CH2
CH3
CH2
18
H3C CH2
19
CH
2-ethyl-1-pentene
C CH2
CH2
CH3
Cl
H3C CH
CH
3-hexene
CH
4-chloro-5-nitro-2-hexene
CH
CH3
CH
CH3
2,3,4-trichlorohexane
CH3
2,3-dibromo-5,5-dimethyl-2-hexene
NO2
Cl
20
H3C CH2
CH
CH
Cl
CH3
21
H3 C C
CH2
Cl
Br
Br
C
C
CH3
CH3
22
Cl
HC CH2
CH
C CH3
5-chloro-3-methyl-2-hexene
CH3
4
SCH4U
23
H3C
CH3
CH3
C
C
CH3
CH3
CH2
Cl
Cl
C
C
CH2
Cl
24
CH3
3,4-dichloro-6,6,7,7-tetramethyl-3-octene
5-amino-3-chloro-1-pentene
CH2 CH CH CH2 CH2
NO2
NO2
26
Cl
CH3 C CH C
CH2 CH2 CH3
4-chloro-2,2-dinitro-3-heptene
NO2
CH3 CH2
H
C C
H
CH2 CH CH2 CH3
27
28
Cl
H3C
C
C
C
trans-3-octene
4,4-dichloro-2-pentyne
CH3
Cl
29
HC
30
C
H3C
3,4-dibromo-1-hexyne
Br
Br
CH
CH
C
CH2
C
CH3
CH3
CH3
31
CH3 C C CH2 C CH3
2-butyne
5,5-dimethyl-2-hexyne
CH3
32
CH3
CH2 C C
CH CH2 CH3
NH2
CH3CH2CH2CH2CH3
33
5-amino-3-heptyne
CH3CH CHCH2CH3
a. pentane
b. 2-pentene
c. 1-pentyne
CH CCH2CH2CH3
34
H2 C
H3C CH
CH
CH3
1,3-dimethylcyclobutane
CH2
CH3
35
1-methylcyclopropene
C2H5
36
1,2-diethylcyclopentane
C2 H5
5
SCH4U
H
H
H
C
37
H
C
H
C
H
C
C
H
H
H
2-methyl-2-butene
H
H
38
39
H
H
H
C
C
H
H
H
H
C
C
H
H
propene
C
H
H
C
C
C
H
2-pentyne
H
40
ethyne
H
C
C
H
41
cyclohexane
H
H
C
H
42
1,2-dimethylcylohexane
H
C
H
H
44
5-isopropyl-2-methyloctane
(C12H26)
(recall that in line diagrams, lines represent
carbon-carbon bonds; this contains isopropyl)
45
trans-4,5,6-trimethyl-2-octene
(C12H24)
46
4-nonyne
(C9H16)
47
H2N
1,3-diaminopropane
(line diagram)
NH2
48
49
trans-5-ethyl-4,5-dimethyl-2-heptene
(line diagram)
H3C
H
C
H
trans-2-hexene
C
CH2 CH2
CH3
6
SCH4U
Aromatic Hydrocarbons
Refer to p. 19-21 of the textbook.
Additional aromatic questions on p. 21 #7,8; p.22 #1,2 (includes aliphatics)
Chemical structure
IUPAC Name
Cl
1,2,4-trichlorobenzene
1a
Cl
Cl
1b
O2 N
1,2,3-trinitrobenzene
O2 N
O2 N
2a
1-methyl-2-nitrobenzene
(2-nitrotoluene; o-nitrotoluene)
H3C
O2 N
2b
Cl
Cl
2,3,4,5-tetrachlorophenol
OH
Cl
Cl
3
p-nitrophenol
NO2
4
OH
Cl
Br
2,3-dibromo-4-chloro-1-nitrobenzene
Br
NO2
5
Consider the following structure
representing a benzene molecule
substituted with a number of different
groups. (A, B, C, D, E and F
A
F
B
E
C
D
State whether the following pairs of
groups are ortho, meta or para to each
other.
a)
b)
c)
d)
e)
B&D
F&C
E&F
A&C
B&E
meta
para
ortho
meta
pata
f) F & B meta
g) B & C ortho
h) F & A ortho
i) E & C meta
7
SCH4U
Isomers – Same Formula / Different Arrangement
1. Which of these pairs are structural isomers?
H
H
Cl
H
a.
Cl
C
C
H
H
Cl
H
C
H
H
Cl
Geometric isomers
(left = cis; right = trans)
Br
H
C C
H
Br
Br
Br
C C
H
H
b.
C
Identical
c.
Isomer (C2H4Cl2)
H
H
Cl
C
C
H
H
Cl
H
Cl
Cl
C
C
H
H
H
H
H
H
C
H
H
C
C
C
H
H
H
C
H
C
H
H
H
H
Isomer (C3H10)
H
H
d.
C
H
H
H
C
H
H
e.
Isomers (C3H7OH)
H
H
H
O
H
C
C
C
H
H
H
H
H
H
H
H
C
C
C
H
H
H
OH
2. Examine each of the following pairs of structures and decide if the two are identical,
isomers or different compounds.
a.
Chemical structure
Chemical structure
Identical / isomers/
different formula
CH3
H3C
Identica(ethane)
b.
d.
CH3
CH2
H3 C
c.
CH3
CH3
CH3
H3 C
CH2
OH
H3C
H3 C
H2 C
H3C
CH
Identical
(propane)
CH2
CH2
CH2
CH2
CH2
CH2
OH
Different
Formulae
Isomers
(C3H6)
8
SCH4U
e.
O
H3C
O
C
H
H
Identical
C
CH3
CH3
Identical
CH3
f.
H3C
H3C
CH
CH
CH3
CH3
g.
H
H3C
CH2
Isomers
(C2H7N)
NH2
H3 C
N
CH3
O
O
Identical
h.
H3 C
CH2
C
O
H
H
O
C
O
i.
H
CH2
CH3
O
C
O
CH2
CH3
H3 C
CH2
C
O
O
Isomers
(C3H6O3)
H
O
Isomers
(C3H6O3)
j.
H
k.
C O
CH2
CH2
OH
HO
CH2
O
CH
H3C CH2
CH3
H2C
l.
C
CH2
H2C
Identical
C CH3
CH3
CH3
C
CH3
H3C
CH
CH2
CH2
HC
CH3
O
C
CH3
H3C CH2
C
NH2
o.
H O H
H3 C
CH3
C
H3 C
H3 C
C
H3 C
C
H3 C
CH3
CH3
Identical
(C12H26)
H3 C
Isomers
(C3H7NO)
CH3
CH2
C
C
H
CH
Identical
C
H3 C
CH2
p.
H
C
H
CH3
C
Unique
formulae
n.
H O O H
CH3
CH3
O
NH
CH2
CH3
m.
H3C
OH
O
H3C C CH2CH3
H3C
CH2
H3C
H
C
CH3
Geometric
(cis/trans)
Isomers
9
SCH4U
Alcohols, Aldehydes, Ketones and Carboxylic Acids
Name or draw the following compounds:
Chemical structure
1
H3C
CH
CH2
IUPAC Name
CH2
OH
CH
CH3
3-nitro-1-butanol (an alcohol)
NO2
2
H3C
Cl
Cl
C
CH
Cl
3
Cl
H3C
3,4,4-trichloro-2-pentanol
OH
H2 C
CH2
CH2
C
CH2
CH3
CH
OH
4,5-dichloro-4-ethyl-1-hexanol
Cl
NO2
4
2,5-dinitro-3-hexanol
CH3 CH CH CH2 CH CH3
OH
NO2
NH2
5
2,2-diamino propanol
CH3 C CH2 OH
NH2
H
6
H3C
7
8
CH
CH
Cl
Cl
CH3
CH2
C
3,4-dichloropentanal
(* since the aldehydes group always at
carbon 1, no number is needed)
O
2,4-dimethylpentanal
CH3
H
H3C
CH
CH2
CH
C
H3C
CH2
CH2
C
CH2
O
CH3
3-hexanone (a ketone)
O
NO2
9
H3C
C
O
CH2
C
4,4-dinitro-2-pentanone
CH3
NO2
CH3
10
CH3 C
Cl
11a
11b
H3 C
CH2
H3 C
COOH
CH2
COOH
C
O
2-chloro-2-methyl propanal
H
butanoic acid (a carboxylic acid)
(the carbon bonded to 2 O’s is C1)
ethanoic acid (aka acetic acid)
10
SCH4U
11c
H COOH
12
H3C CH2
methanoic acid (aka formic acid)
COOH
CH
CH
CH2
2-ethyl-3-methylpentanoic acid
(carboxylic acid group is C1)
CH3
CH3
13
NO2
H3C
CH
O
3-nitro-4-hexenoic aicd
cis-4,5-dichloro-4-heptenoic acid
CH3 CH2 C
OH
For each of the following, name the functional group and state the type of
organic compound
carbonyl; aldehyde
O
(ethanal)
C
H
carboxyl (combines carbonyl +
hydroxyl); carboxylic acid
(ethanoic acid)
hydroxyl; primary alcohol
(i.e. hydroxyl on C1)
(1-propanol)
O
15b
H3C
C
H2C
CH2
OH
CH3
OH
H3C
C
CH2
CH3
O
15e
COOH
Cl
CH2
H3C
15d
CH2
C C
CH3
15c
CH
Cl
14
15a
CH
H
C
CH2
O
CH3
15f
H3 C
C
O
CH3
carbonyl; ketone
(butanone)
carbonyl; aldehyde
(propanal)
carbonyl; ketone
(propanone; aka acetone)
11
SCH4U
Types of organic reactions
1. Identify the type of organic reaction represented by each of the following equations:
a.
H
H
H
C
C
H
H
H
+
H
H
C
C
H
H
heat
Br
Br
H
Br
+
HBr
substitution (replace H with Br on an alkane)
b.
H
H
H
C
C
H
H
+
C
H2O
H
H
H
H
H
C
C
C
H
OH
H
H
addition (hydration) (Note Markovnikov’s Rule)
c. double addition (alkyne + hydrogen halide  alkylhalide)
Cl
H3C
C
CH
+ 2HCl
H3C
C
CH3
Cl
12
SCH4U
d. addition (halogenation of an alkene)
H
H
C
C
H
C
C
C
H
Br
H
+
H
C
H
H
H
Br
Br
H
C
H
C
H
C
C
H
C
H
Br
H
C
H
H
H
H
H
e. Elimination OH
(acid-catalyzed dehydration; second product is water)
CH2
CH2 HC
conc. H2SO4
H2C
f.
H2C
CH2
CH2
CH
CH
CH2
CH2
CH2
Mild oxidation (aldehyde  carboxylic acid)
H
H
C
H
K2Cr2O7
C
H
C
H
H
g.
H
O
H
H
H
C
C
C
H
H
H
O
C
OH
H
H
+
2 Cl

Cl
H
H
Cl
Cl
C
C
C
H
H
H
H
+
2
HCl
substitution with two mol Cl2
2. Write the equation for the addition reaction involving propene and bromine.
Br
CH3 CH CH2
+
CH3 CH CH2
Br2
Br
3. Complete the following equations by writing the structures of the products that form.
If no reaction occurs, write “no reaction”.
a.
H3C
CH
+ HO
CH2
2

acid catalyst
(2-propanol)
b.
H3C
CH
CH
CH3
+

H2O
acid catalyst
(2-butanol)
c.
1,3-dibromobenzene (also 1,2- and 1,4-)
Br
+
Br2
(3 possible products but ortho isomer is favoured)
13
SCH4U
d
H3C
CH2 CH2 CH3
e.
OH
+ HO
2
no reaction
conc. H2SO4
cyclopentene
+
H2O
f.
O
C
H3C
+
CH3
K2Cr2O7
no reaction (ketones do not undergo mild oxidization )
g.
CH2
H3C
O
CH
+
+
K2Cr2O7
H2SO4
propanoic acid
h.
CH
H3C
CH3
+H
, pressure
2
CH
Pt catalyst
butane (addition ; hydrogenation)
4. a) Write the equation for the complete oxidation (combustion) of 2-butanol.
C4H9OH + 6O2  4 CO2 + 5 H2O
b) Write the equation for the mild oxidation of 2-butanol with KMnO4.
OH
CH3CHCH2CH3
KMnO4
O
CH3CCH2CH3
5. Write the equation for the addition of hydrochloric acid to ethene. What is the name
of the product formed?
+
CH2 CH2
HCl
CH3 CH2Cl
chloroethane
6. Predict the product formed when HCl is reacted with each of the following
compounds. Use Markovnikov’s Rule to predict the product.
a.
H3C
CH
H3C
H3C
c.
H3C
2-chloropropane
CH3
C
b.
CH2
C
H
C
CH
2-chloro-2-methylbutane
2,2-dichloropropane
14
SCH4U
7. Describe the chemical test that could be carried out to distinguish between hexane
and hexene.
Alkenes such as hexene will react with bromine at room temperature in an addition
reaction, while alkanes require heat or UV light to catalyze a substitution reaction. .
Simply determine if the hydrocarbon makes a brown bromine solution turn clear at
room temperature
–
this is a positive test for alkenes. Alkanes DO NOT
react with bromine at room temperature.
8. Write the equation for the substitution reaction involving one molecule of each of
ethane and bromine.
ethane + bromine  bromoethane + hydrogen bromide
9. What is the structure of the missing organic reactant in each of the following:
cyclohexene
+
, pressure
H2
Pt Catalyst
10. Write the structure of the carboxylic acid that forms when the following aldehyde is
oxidized:
CH2
H3C
O
CH3CH2COOH
CH
propanoic acid
11. Which of these two compounds is easily oxidized by KMnO4? Write the structure of
the organic product of the oxidation.
O
a.
H3C
CH3
no reaction
O
b. H3C CH2 C H
forms propanoic acid
12. What are the products of the mild oxidation of
a. 1-propanol  propanal  propanoic acid
b. 2-propanol  propanone
13. Using oxidation numbers for carbon, show that this sequence of compounds
represents an oxidation process:
C2H6
C = -3
C2H5OH
C = -2
CH3CHO
C =-1
C=0
OH
C C
C C
CO2
CH3COOH
C C
C = +4
O
H
C C
O
OH
O C O
15
SCH4U
Organic Compounds and Functional groups
1. Name the type of organic compound each of the following would be classified as:
a. Propanol
(alcohol)
b. Aminoethane
(amine)
c. Butanone
(ketone)
d. Methoxymethane
(ether)
e. Ethanal
(alhehyde)
O
H
H
H
f.
H
O
C
C
H
h H C C
H
C
C
.
H
H
H
H
.
H
.
aldehyde – ethanal
ketone - butanone
g.
H
.
H
H
C
C
H
H
O
H
i
C
H
C
O
H
OH
carboxylic acid – propanoic acid
H
H
C
C
H
H
H
ether - methoxyethane
2. Write the name for each of the following:
H
a.
H
C
f.
O
C
H
H
H
ethanal
b.
H
H
O
H
H
C
C
C
C
H
H
H
g.
H
H
H
N
H
C C
h.
H
H
H
OH
H
C
C
C
H
H
H
2-propanol
O
C
H H
methanal
(aka formaldehyde)
H
C
H H
H
C
d.
C
H
H
H
C
C
H
H
H
3-pentanone
O
H
H
aminoethane
butanone
c.
H
H
H
H
H
C
C
C
C
H
H
H
H
OH
1-butanol
i.
H
H
N
H
H
H
H
C
C
C
H
H
H
H
1-aminopropane
16
SCH4U
H
e.
H
C
O
H
H
H
H
H
C
C
C
C
H
H
H
H
j.
H
H
1-methoxybutane
H
H
H
C
C
C
H
H
H
O
C
OH
butanoic acid
3. Name the type of organic compound each of the following would be classified as:
O
a.
g.
aromatic
H3C
CH2
C
O
H3C
CH2
h.
O
CH2
H
C
H3C
ester (ethyl propanoate)
H3C CH2
C
O
CH3
b.
c.
CH2
aldehyde (propanal)
OH
CH3
keton (propanone)
i.
o
1 alcohol (1-propanol)
cyclic alkane (cyclopentane)
O
H3C
d.
C
C
CH3
j.
alkyne( 2-butyne)
C16H30
alkane
e.
f.
H3C
CH2
H
O
CH2
l.
CH3
4. Draw the structural formula for:
Methoxymethane
1-pentanol
1-aminobutane
propanal
2-propanol
2-methyl-4-octanol
2-methoxypropane
propyl ethanoate
C
OH
O
k.
ether (ethoxyethane)
a.
b.
c.
d.
e.
f.
g.
h.
carboxylic acid
(methanoic acid)
H
H2C
C
CH
OH
see above
CH2
CH3
alkene (1-butene)
a) CH3 O CH3
b) CH3CH2CH2CH2CH2OH
c) CH3CH2CH2CH2NH2
d)
CH3CHCH2CHCH2CH2CH2CH3
CH3
O
CH3 CH2 C
H
OH
f)
2
g) CH3 CH CH3
O CH3
e) CH3CH2CH3
OH
O
h)
CH3CH2CH2 O C CH3
17
SCH4U
5. Name the type of organic compound each of the following would be classified as:
O
a.
k.
H3C C
CH2
CH
C
C
H3C
CH3
alkene (2,3-dimethyl-2-butene)
CH3
b.
CH3
C
ketone (2-pentanone)
H3C
H3C
CH2 CH2 CH3
l.
CH3
CH3
alkene (2-methyl-2-pentene)
aromatic (methylbenzene)
O
HO
C
m.
CH2
CH3
carboxylic acid (propanoic acid)
cyclic alkene (cyclopentene)
d.
H3C
CH3
CH3
CH
CH
n.
CH3
alkane (2,3-dimethylbutane)
cyclic alkane (cyclopentane)
e.
O
o.
H3C
CH3
H3C
aromatic (1,4-dimethylbenzene)
CH
C
CH
CH3
CH3
CH3
ketone
(2,4-dimethyl-3-petnanone)
f.
H3C
O
CH2
p.
CH3
ether (methoxyethane)
H
C
CH2
CH2
CH2
C
O
O
C
CH2
CH2
CH
CH3
2 alcohol (2-hexanol)
O
r.
H
H3C CH2
aldehyde (pentanal)
i.
COOH
o
O
CH2
CH2
OH
H3C CH2
CH3
h.
H3C
CH2
q.
aldehyde (propanal)
H3C
CH2
carboxylic acid (pentanoic acid)
O
g.
H3C
O
C
CH3
ether (ethoxy ethanoate)
s.
CH3
H3C
o
CH2
H3C
CH2
OH
1 alcohol (ethanol)
ether (methoxy ethanoate)
CH3
j.
HO
C
t.
CH3
CH2
CH2
O
H
1o alcohol (1-butanol)
CH3
3o alcohol (2-methyl-2-propanol)
18
SCH4U
Name or draw the following compounds:
Chemical structure
6.
CH3CH2 O
IUPAC name
Ethoxyethane
CH2CH3
Cl
7.
8.
H3C
3-chloro-2-ethoxy-1-pentane
CH
H2 N CH2
CH2
CH2
CH2
CH
CH3
O
CH2
CH2
CH3
CH3
1-aminopentane
O
9.
H3C
CH2
CH2
C O
propoxy butanoate
CH2
CH2
CH3
19
SCH4U
20
SCH4U
Polymerization
1. Identify the type of polymerization in each of the following:
a.
H
N
H
H
N
H
H
H
C
C
H
H
O
H
+
N
HO
C
H
O
H
H
C
C
N
H
H
H
C
O
H
C
C
OH
H
O
H
C
C
H
O
H
H
N
C
C
N
H
H
H
H
O
H
C
C
OH
+
H
H
H
H
C
C
C
C
C
H
H
H
H
H
C
3H2 O
H
condensation (formation of a polyamide)
b.
H
H
H
C
C
H
H
H
C
+
C
H
H
H
H
C
H3O+
C
H
H
H
addition
2. For each of the following, draw three linked monomer units of the polymer’s
structure:
Monomer
a.
F
F
C
C
F
F
H2C
C
CH3
d.
H
Cl
C
C
H
H
Structure
Teflon
(non-stick coating)
F
c.
Polymer
Tedlar
(used to weatherproof
building materials)
Polyvinyl chloride
(PVC)
Polystyrene
(#6 plastic)
e.
F
F
F
F
F
F
C
C
C
C
C
C
F
F
F
F
F
F
H
F
H
F
H
F
C
C
C
C
C
C
H
CH3 H
CH3 H
CH3
H
Cl
H
Cl
H
Cl
C
C
C
C
C
C
H
H
H
H
H
H
H H H
H
C
C
C
H H H
C
C
C
H H
CH CH2
21
H
C
H
SCH4U
3. Draw the structure for the monomer(s) from which the following polymer is made
and name the type of polymer (addition, polyester or polyamide).
a) PETE (polyethylene terephthalate)
O CH2
CH2
O
O
O
C
C O CH2
CH2
O
O
O
C
C O CH2
CH2
O
O
O
C
C
O
HO CH2CH2
O C
COOH
b) PP (polypropylene)
the monomer is propene
H
CH3 H
CH3 H
CH3 H
CH3
C
C
C
C
C
C
C
C
H
H
H
H
H
H
H
H
4. Draw the structure of the polymer which would form when the following
molecules react. (draw two units)
a.
O
H
C
H
N
+
CH2 N
H
CH2
HO
CH2
O
C
H
OH
O
O
C CH2 CH2 C
O
N CH2 N
H
O
C CH2 CH2 C
H
CH3
b.
H
CH2
N
H
H
O
C
OH
+
H
CH
O
N
C
H
OH
O
CH3 O
N CH2 C
N CH C
H
22
SCH4U
c.
HO
O CH2CH2
H
H
C
C
H
H
O
HO
OH
+
OH
O
O
O
C
C
O
O
O
C
C
O CH2CH2 O
23