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SET 1 (Polymer)
maximum useable
temperature / C
solubility in
organic solvents
low density
poly(ethene)
920
85
soluble above 80 C
high density
poly(ethene)
960
120
soluble above 80 C
poly(phenylethene)
1050
65
soluble
poly(chloroethene)
1390
60
soluble
900
150
polymer
poly(propene)
insoluble
(a) Which polymer would be most suited for making a pipe to carry lubricating oil at 100 C?
Give two reasons for your answer.
answer .....................
reasons ............................................................................................................................
..........................................................................................................................................
......................................................................................................................................[2]
(b) State one use for poly(ethene).
......................................................................................................................................[1]
(c) Describe some of the problems of the disposal of waste polymers.
..........................................................................................................................................
..........................................................................................................................................
......................................................................................................................................[2]
(d) Poly(propene) is made from the monomer propene.
Draw the structure of poly(propene).
[2]
(e) Terylene is a condensation polymer.
(i) What is the name of the linkage shown in the structure of Terylene?
...................................................................................................................................
(ii) Name a natural macromolecule that contains the same linkage as Terylene.
...................................................................................................................................
[2]
(f) Draw the structure of a polyamide such as nylon.
[1]
Total / 10
IGCSE chemistry
SET 2 (Polymer)
B11 Macromolecules are large molecules built up from many small units.
Proteins and fats are natural macromolecules.
Poly(chloroethene) and poly(ethene) are synthetic macromolecules.
(a) Name the type of linkage joining the units in fats.
...................................................................................................................................
(1)
(b) Proteins can be hydrolysed into monomers by boiling with concentrated hydrochloric acid.
(i) Name the monomers produced in this hydrolysis.
...................................................................................................................................
(1)
(ii)
Suggest why clothes made from nylon are damaged by concentrated hydrochloric acid.
...................................................................................................................................
(1)
(c) Poly(chloroethene) is made from the monomer chloroethene. The structure of chloroethene is
shown below.
IGCSE QUESTIONS
SET X (Polymer)
(a) Draw the structure of the monomer from which polymer X is formed.
...................................................................................................................................
[1]
[1]
[1]
[1]
(ii) Polymer X can be disposed of by burning at high temperature. This produces waste
gases, some of which are toxic such as hydrogen chloride.
The hydrogen chloride can be removed by reacting the waste gases with moist calcium
carbonate powder.
Name the three products of this reaction.
...................................................................................................................................
...................................................................................................................................
...................................................................................................................................
[3]
[2]
(ii) What is the maximum mass of poly(ethene) that can be made from 28 tonnes of
ethene?
...................................................................................................................................
[1]
[Total: 10]
IGCSE QUESTIONS
SET X (Polymer)
[1]
(b) One way to dispose of solid household waste is to burn it at a high temperature. The
burning of poly(chloroethene) gives the waste gases hydrogen chloride, carbon dioxide
and water.
(i) Balance the following equation to show the burning of poly(chloroethene).
..C2H3Cl + ..O2
[1]
(ii) Hydrogen chloride gas is removed from the waste gases by reacting with moist
powdered calcium carbonate. Name the solid product formed.
.............................................................................................................................. [1]
(c) Name and state the use of a man-made condensation polymer.
name of condensation polymer ........................................................................................
use of condensation polymer ....................................................................................... [2]
[Total: 5]
IGCSE QUESTIONS
SET X (Polymer)
C2H3
styrene
butadiene
(a) What type of polymerisation will take place when the monomers polymerise? Explain
your reasoning.
..............................................................................................................................
.............................................................................................................................. [2]
One possible structure for the polymer is shown below.
styrene
butadiene
styrene
butadiene
styrene
butadiene
(b) Give the full structural formula for the repeating unit in this polymer structure.
[1]
(c) When the mixture of styrene and butadiene polymerises, the polymer is unlikely to
contain only this regular, repeating pattern. Explain why.
..............................................................................................................................
[1]
Butadiene can be made by cracking butane in a cracking tower.
(d) (i)
2.90 kg of butane entered the cracking tower. After the reaction, 2.16 kg of
butadiene had been made.
Calculate the percentage yield of butadiene.
[3]
IGCSE QUESTIONS
SET X (Polymer)
These diagrams show sections of the polymer chain of two condensation polymers.
Nylon
H
H
H
N
(CH2)4
(CH2)6
(CH2)4
Terylene
O
(C6H4)
(CH2)2
(C6H4)
(a) (i) Draw a circle around an amide linkage in the diagram. Label this amide.
(ii) Draw a circle around an ester linkage in the diagram. Label this ester.
[2]
(b) Name a type of naturally occurring polymer that has a similar linkage to nylon.
..................................................................................................................................... [1]
(c) The formulae of the two monomers used to make nylon are shown below.
Nylon monomers HOOC(CH2)4COOH
H2N(CH2)6NH2
Deduce the formulae of the two monomers that are used to make Terylene.
Terylene monomers
[2]
(d) Sea fishing nets used to be made from natural fibres. Many nets are now made from
nylon. Suggest one advantage, other than strength, and one disadvantage of using
nylon rather than natural fibres to make sea fishing nets.
advantage ........................................................................................................................
disadvantage ............................................................................................................... [2]
[Total: 7 marks]
[
B8 Propanoic acid, C2H5CO2H, is a weak acid.
(a) Explain what is meant by the term weak acid.
...................................................................................................................................
..............................................................................................................................[1]
[1] (b)
reaction.
Propanoic acid reacts with sodium carbonate. Write the equation for this
1
]
(
c
)
Magnesium reacts with propanoic acid to form magnesium propanoate and hydrogen.
Mg + 2C2H5CO2H
(C2H5CO2)2Mg + H2
(i)
...................................................................................................................................
...................................................................................................................................
...................................................................................................................................
................................................................................................................................ [3]
[2]
(ii) Calculate both the number of moles of hydrogen and the volume of
hydrogen formed at r.t.p.
[2]
[2]
(d)
Terylene has the simplified
structure shown.
(i) State the functional groups on the monomers used to make Terylene.
..
...........
...........
...........
...........
...........
...........
...........
...........
...........
...........
...........
........
(ii
)
st
at
e
th
e
ty
p
e
of
p
ol
y
m
er
iz
at
io
n
th
at
o
c
c
ur
s
w
h
e
n
T
er
yl
e
n
e
is
m
a
d
e.
..
...........
...........
...........
................................................................................................
(iii) State one large scale used of Terylene.
................................................................................................................................
[3]
D
e
s
c
r
i
b
e
t
h
e
reaction of aqueous fumaric acid with aqueous bromine, giving the equation
for the reaction and stating any observations.
..........................................................................................................................................
..........................................................................................................................................
..........................................................................................................................................
..........................................................................................................................................
..........................................................................................................................................
......................................................................................................................................
[3]
(b) A solution of fumaric acid was titrated against aqueous sodium
hydroxide.
HO2CCH=CHCO2H + 2NaOH
NaO2CCH=CHCO2Na
+ 2H2O
18.0 cm3 of 0.200 mol/dm3 sodium hydroxide were required to neutralise
60.0 cm3 of fumaric acid solution.
Calculate the concentration, in mol / dm3, of the fumaric acid solution.
..........................................................................................................................................
..........................................................................................................................................
..........................................................................................................................................
..........................................................................................................................................
..........................................................................................................................................
......................................................................................................................................
[3]
(c) Suggest the type of condensation polymer which is made when fumaric acid reacts with
ethane-1,2-diol, HOCH2CH2OH
...................................................................................................................................... [1]
(
d
)
N
yl
o
n
is
a
c
o
n
d
e
n
s
a
ti
o
n
p
ol
y
m
e
r.
St
ate
on
e
us
e
of
nylon.
...................................................................................................................................... [1]
(e) Describe two pollution problems caused by the disposal of non-biodegradable plastics.
..........................................................................................................................................
..........................................................................................................................................
..........................................................................................................................................
...................................................................................................................................... [2]
[Total: 10]
4
Catalytic cracking is carried out by oil companies to produce high grade petrol.
The process is carried out using an aluminium oxide catalyst.
The reaction is a type of thermal decomposition.
(a) Explain the meaning of
(i) thermal decomposition.
...................................................................................................................................
...................................................................................................................................
(ii) catalyst.
...................................................................................................................................
..............................................................................................................................[2]
(b) A typical cracking reaction is
C10H22
C8H18
C2H4
St
ate
the
na
me
of
the
un
sat
ura
ted
co
mp
ou
nd
in
thi
s
eq
uat
ion
.
......................................................................................................................................[1]
(c) The table shows some of the products obtained by cracking 100g of different fractions
under the same conditions.
(i)
fraction
cracked
hydrogen
methane
ethene
ethane
10
75
paraffin
15
30
23
diesel
20
17
petrol
(ii) Calculate the amount of paraffin fraction needed to make 600g of methane.
(iii) Complete the equation for the cracking of ethane to produce hydrogen and ethene.
C2H6
[4]
...............................................................................................................................[2]
alkanes
monomers
polymers
products
[1]
(c) Draw the structure of ethene, showing all atoms and bonds.
[1]
(d) Ethene is obtained by cracking alkanes.
(i) Explain the meaning of the term cracking.
C2H4
+ .................
[1]
(e) Some oil companies crack the ethane produced when petroleum is distilled.
(i) Complete the equation for this reaction.
C2H6
C2H4
+ .................
[1]
(ii) Describe the process of fractional distillation which is used to separate the different fractions in
petroleum.
lubricating fraction
3
[2]
A major food retailer in the UK is going to distribute sandwiches using hydrogen-powered vehicles.
(a) A sandwich contains three of the main constituents of food.
bread
contains
carbohydr
ate
butter
contain
s fat
meat
contains
protein
These constituents of food can all be hydrolysed by boiling with acid or alkali.
constituent of food
linkage
product of hydrolysis
protein
fat
complex
carbohydrate
(i) Complete the table.
[5]
fats?
......................................................................................................................[2]
(iii) Fats can be unsaturated or saturated. A small amount of a fat was dissolved
in an organic solvent. Describe how you could find out if this fat was
saturated or unsaturated.
reagent................................................................................................................
.
result if saturated..............................................................................................
result if unsaturated...........................................................................................
.......................................................................................................................[3]
(b) One of the reasons for using hydrogen as a fuel is to reduce air pollution. Petroleum-
power
e
d
v
ehicles are a major cause of air pollution. This pollution can be decreased by reactions
of the type shown below.
2CO + 2NO
N2 + 2CO2
(a) (i)
[2]
(ii) Starch is formed by polymerisation. It has a structure of the type shown below.
Name the monomer.
O
[1]
(iii) What are the differences between these two polymerisation reactions, one forming
polyacrylamide and the other starch?
[2]
result
[2]
(ii) Given an aqueous solution, concentration 0.1 mol / dm 3, how could you show that
acrylic acid is a weak acid.
[2]
(c)
The structural formula of acrylic acid is shown below. It forms compounds called acrylates.
COOH C
C
H
H
(i) Acrylic acid reacts with ethanol to form the following compound.
H
COOCH2CH3
C
C
H
H
Deduce the name of this compound. What type of organic compound is it?
name
type of compound
(ii)
[2]
[2]
A South Korean chemist has discovered a cure for smelly socks. Small particles of silver are attached to
a polymer, poly(propene), and this is woven into the socks.
(a) (i) Give the structural formula of the monomer.
[1]
[1]
(ii) Draw the structural formula of the polymer.
[2]
(iii) Suggest which one, monomer or polymer, will react with aqueous bromine and why?
[2]
(b) To show that the polymer contains silver the following test was carried out.
The polymer fibres were chopped into small pieces and warmed with nitric acid. The
silver atoms were oxidised to silver(I) ions. The mixture was filtered. Aqueous sodium
chloride was added to the filtrate and a white precipitate formed.
(i) Why was the mixture filtered?
[1]
(ii) Explain why the change of silver atoms to silver ions is oxidation.
[1]
[1]
structural formula
[1]
(ii) Complete the word equation.
Ester + water
carboxylic acid
[1]
CH2
COOH + NH3
CH3
COO
CH2
+ NH4+
[3]
(ii) Explain the expression weak acid.
[1]
C
H
O
C
O
Name two chemicals that could be used to make this ester and draw their
structural formulae. Show all bonds.
names
and
[2]
structural formulae
[2]
(b) (i) Draw the structural formula of a polyester such as Terylene.
[2]
(ii) Suggest a use for this polymer.
[1]
(c) Cooking products, fats and vegetable oils, are mixtures of saturated and unsaturated esters.
The degree of unsaturation can be estimated by the following experiment. 4 drops of
3
the oil are dissolved in 5 cm of ethanol. Dilute bromine water is added a drop at a time
until the brown colour no longer disappears. Enough bromine has been added to the
sample to react with all the double bonds.
mass of saturated fat in
100 g of product / g
mass of
unsaturated fat in
100 g of product / g
number of drops of
bromine water
margarine
35
35
butter
45
28
corn oil
10
84
12
soya oil
15
70
10
cooking
product
lard
38
56
[1]
(ii) Complete the equation for bromine reacting with a double bond.
C
+ Br2
[2]
(iii) Using saturated fats in the diet is thought to be a major cause of heart disease.
Which of the products is the least likely to cause heart disease?
[1]
(d) A better way of measuring the degree of unsaturation is to find the iodine number of the unsaturated
compound. This is the mass of iodine that reacts with all the double bonds in 100 g of the fat.
Use the following information to calculate the number of double bonds in one molecule
of the fat.
Mass of one mole of the fat is 884 g.
One mole of I2 reacts with one mole
g of iodine.
[3]
[Total:14]
Polymers are extensively used in food packaging. Poly(dichloroethene) is used because gases can
only diffuse through it very slowly. Polyesters have a high thermal stability and food can be cooked in a
polyester bag.
(a) (i) The structure of poly(dichloroethene) is given below.
Cl
Cl
[1]
(ii) Explain why oxygen can diffuse faster through the polymer bag than carbon
dioxide can.
[2]
(b) (i) A polyester can be formed from the monomers HO-CH2CH2-OH and
HOOC-C6H4-COOH. Draw the structure of this polyester.
[2]
(Ii)
Name a naturally occurring class of compounds that contains the ester linkage.
[1]
(iii)
[1]
(c) (i)
[2]
(ii)
The best way of disposing of plastic waste is recycling to form new plastics. What
is another advantage of recycling plastics made from petroleum?
[1]
OH
OH
[1]
(iii) Name the technique that would show that the products of these two hydrolyses
are different.
[1]
(b) Proteins have the same linkage as nylon but there is more than one monomer in
the macromolecule.
(i) Draw the structure of a protein.
[2]
(ii) What class of compound is formed by the hydrolysis of proteins?
[1]
(c) Fats are esters. Some fats are saturated, others are unsaturated.
(i) Write the word equation for the preparation of the ester, propyl ethanoate.
[2]
(ii) Deduce the structural formula of this ester showing each individual bond.
[2]
test
result with fat 1
result with fat 2
[3]
(iv) Both of these fats are hydrolysed by boiling with aqueous sodium hydroxide.
What type of compounds are formed?
and
2.
[2]
polymerisation
small molecules
(a)
large molecules
plastic
use
poly(ethene)
clothing
nylon
insulation
poly(styrene)
plastic bags
[1]
(c)
(d)
........................................................................................................................................[1]
There are more than 60 000 different plastics.
Plastics are made from polymer molecules.
This table shows some information about five polymers.
polymer
low density
poly(ethene)
high density
poly(ethene)
poly(styrene)
poly(chloroethene)
poly(propene)
density in
3
kg/m
maximum usable
O
temperature in C
solubility in oil
920
85
insoluble below 80 C
960
120
insoluble below 80 C
1050
65
soluble
1390
60
soluble
900
150
insoluble
...............................................................................................................................[1]
(ii)
Which polymer would be best for making a pipe to carry oil at 100 C?
Name of polymer........................................................................................................
Write down two reasons for your answer.
1 .................................................................................................................................
...................................................................................................................................
2 .................................................................................................................................
...............................................................................................................................[3]
(e)
1 ..........................................................................................................................................
............................................................................................................................................
2 ..........................................................................................................................................
........................................................................................................................................[2] [Total:
9]
2
large molecules
elements
monomers
polymers
(i) The small molecules used to make plastics are called ............................................... . [1]
(ii) The large molecules in plastics are called .................................................................. . [1]
(b) A plastic is made when lots of ethene molecules are joined together.
Write down the name of this plastic.
...............................................................................................................................................[1]
(c) Ethene, C2H4, is a hydrocarbon.
Write down the names of the two elements found in a hydrocarbon.
................................................................... and ....................................................................[2]
(d) Look at the picture.
These plastic objects are non biodegradable.
They are often thrown away and cause litter.
...............................................................................................................................................[2]
[Total: 7]
4
flexibility
hardness
ease of
colouring
melting point
in C
very flexible
soft
easy
367
rigid
soft
not easy
200
rigid
hard
not easy
874
very flexible
soft
very easy
178
[1]
alkanes
monomers
polymers
products
[1]
(c) Draw the structure of ethene, showing all atoms and bonds.
[1]
(d) Ethene is obtained by cracking alkanes.
(i) Explain the meaning of the term cracking.
[1]
(ii) What condition is needed to crack alkanes?
C2H4
+ .................
[1]
(ii) Describe the process of fractional distillation which is used to separate the different
fractions in petroleum.
petrol fraction
[2]
lubricating fraction
[2]
A South Korean chemist has discovered a cure for smelly socks. Small particles of silver are attached to
a polymer, poly(propene), and this is woven into the socks.
(a) (i) Give the structural formula of the monomer.
[1]
(ii) Draw the structural formula of the polymer.
[2]
(iii) Suggest which one, monomer or polymer, will react with aqueous bromine and why?
[2]
(b) To show that the polymer contains silver the following test was carried out.
The polymer fibres were chopped into small pieces and warmed with nitric acid. The silver
atoms were oxidised to silver(I) ions. The mixture was filtered. Aqueous sodium chloride was
added to the filtrate and a white precipitate formed.
(i) Why was the mixture filtered?
[1]
(ii) Explain why the change of silver atoms to silver ions is oxidation.
[1]
(iii) Give the name of the white precipitate.
[1]
(c)
The unpleasant smell is caused by carboxylic acids. Bacteria cause the fats on the skin to be
hydrolysed to these acids. Silver kills the bacteria and prevents the hydrolysis of the fats.
(i) Fats are esters. Give the name and structural formula of an ester.
name
[1]
structural formula
[1]
(ii) Complete the word equation.
Ester + water
carboxylic acid
[1]
CH2
COOH + NH3
CH3
CH2
COO
+ NH4+
H2 + O2
H2O
[1]
fraction
use
fraction
use
[4]
(d) More petrol can be made by cracking less useful petroleum fractions.
(i) What do you understand by the term cracking?
[1]
[2]
[1]
[Total: 13]
7
C
H
O
C
O
Name two chemicals that could be used to make this ester and draw their
structural formulae. Show all bonds.
names
and
[2]
structural formulae
[2]
(b) (i) Draw the structural formula of a polyester such as Terylene.
[2]
mass of
unsaturated fat in
100 g of product / g
number of drops of
bromine water
margarine
35
35
butter
45
28
corn oil
10
84
12
soya oil
15
70
10
lard
38
56
cooking
product
[1]
(ii) Complete the equation for bromine reacting with a double bond.
C
+ Br2
[2]
(iii) Using saturated fats in the diet is thought to be a major cause of heart disease.
Which of the products is the least likely to cause heart disease?
[1]
(d) A better way of measuring the degree of unsaturation is to find the iodine number of the unsaturated
compound. This is the mass of iodine that reacts with all the double bonds in 100 g of the fat.
Use the following information to calculate the number of double bonds in one molecule
of the fat.
Mass of one mole of the fat is 884 g.
One mole of I2 reacts with one mole
g of iodine.
[3]
[Total:14]