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AUSTRALIAN MATRICULATION PROGRAMME

TRIAL EXAMINATION
AUSMAT 20

2009 CHEMISTRY
Name: ________________________________________________
Group: ________________________________________________

QUESTION
BOOKLET
1
17 Pages, 4 Questions

Wednesday 16 September 2009: 11.30 a.m


Time: 3 hours

Question Booklet 1
Examination material: Question Booklet 1 (17 pages)
Question Booklet 2 (11 pages)
Question Booklet 3 (14 pages)
Approved dictionaries, notes, and calculators may be used.
Instructions to Candidates
1.

You will have 10 minutes to read the paper. You must not write in your question booklet or use a calculator during
this reading time but you may make notes on the scribbling paper provided.

2.

You will be expected to extract information such as atomic number and relative atomic mass from the periodic
table on page 3 of Question Booklet 1, which you may remove from this booklet before the examination begins.
Tables showing the relative activities of metals and SI prefixes are on the back of page 4.

3.

This paper consist of twelve questions, four in Question Booklet 1, four in Question Booklet 2, and four in
Question Booklet 3:
Question Booklet 1 (Questions 1 to 4)
Answer all parts of Questions 1 to 4 in the spaces provided in the question booklet.
You may write on page 17 if you need more space to finish your answers.
Question Booklet 2 (Questions 5 to 8)
Answer all parts of Questions 5 to 8 in the spaces provided in the question booklet.
You may write on page 13 if you need more space to finish your answers.
Question Booklet 3 (Questions 9 to 12)
Answer all parts of Questions 9 to 12 in the spaces provided in the question booklet.
You may write on page 14 if you need more space to finish your answers.

4.

There is no need to fill all the space provided; clearly written, well-expressed answers are required. If you delete
part or all of an answer you should clearly indicate your final answer.

5.

The total mark is 200. The twelve questions are of approximately equal value.

6.

Write your name and group in the box at the top of this page.

7.

At the end of the examination, place Question Booklet 2 and Question Booklet 3 inside the back cover of Question
Booklet 1.

STUDENTS DECLARATION ON THE USE OF


CALCULATORS
By signing the examination attendance roll I declare that:
my calculators have been cleared of all memory;
no external storage media are in use on these calculators.
I understand that if I do not comply with the above conditions
for the use of calculators I will:
be in breach the rules;
have my marks for the examination cancelled or amended;
be liable to such further penalty, whether by exclusion from
future examinations or otherwise, as SSABSA determines.

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You may refer to the following table, which shows the relative activities of number of metals, when
answering questions that involve metals:

Metal Activity
Ca
Na
Al
Zn
Fe
Ni
Sn

most active

least active

You may refer to the following table, which shows SI prefixes, their symbols and their values, when
answering questions that involve the conversion of units:

SI prefix

Symbol

Value

giga
mega
kilo
deci
centi
milli
micro
nano
pico

G
M
k
d
c
m
m
n
p

109
106
103
10-1
10-2
10-3
10-6
10-9
10-12

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QUESTION 1
(a) Fermentation process occurs when there is low amount of oxygen for organisms to survive.
(i) Before barley can be fermented, starch will be hydrolysed into disaccharides which will
be further hydrolysed to glucose.
Write a balanced chemical equation for hydrolysis of a disaccharide to glucose.

(2 marks)
(ii) Glucose will undergo fermentation into ethanol with the help of yeast.
(1)

State the number of mol of ethanol produced from one mol of glucose.
_________________________________________________________ (1 mark)

(2)

Explain why fermentation condition has to be anaerobic.


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(3)

Identify one adverse effect of large scale glucose fermentation to the


environment.
__________________________________________________________ (1 mark)

(iii)Glucose can be found in two structures, cyclic and linear. These two structures are at
equilibrium with each other in aqueous solution.
H C
2

OH

H
OH H

HO

OH

HO

OH

OH H

OH

CH 2

OH
H

OH

OH

Cyclic glucose

Linear glucose

During silver mirror test, the development of silver increases gradually when one of the
structures reacts with Tollens reagent.

(1)

Explain why only cyclic glucose reduces Tollens reagent.


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________________________________________________________(2 marks)

(2)

Explain, using the equilibrium equation given, why after a few minutes the
production of silver stopped.
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(b) A few types of esters are used in food flavourings such as the following ester which has a
distinctive odour of apricots.
O
H3C

CH 2

CH 2

CH 2

CH 2

CH 2

CH 2

CH3

(i) Name the ester.


_______________________________________________________________ (2 marks)
(ii) The ester can be hydrolysed into two products.
Identify the condition of hydrolysis that would produce a carboxylate ion.
________________________________________________________________ (1 mark)
(iii)Draw the molecular structure of the alcohol produced from hydrolysis of this ester.

(2 marks)
TOTAL: 16 marks
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QUESTION 2
(a) Sulindac is an anti-inflammatory drug for illnesses like rheumatoid arthritis and gout.
HOOC

H3C

CH3
S
O

Sulindac

(i) Explain why Sulindac is insoluble in water at pH below 4.5.


________________________________________________________________________
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___________________________________________________________ (2 marks)
(ii) When Sulindac is added to sodium carbonate solution, a gas is produced. Identify this
gas.
________________________________________________________________________
___________________________________________________________ (1 mark)
(iii) Explain why Sulindac becomes highly soluble once reacted with sodium carbonate
solution.
________________________________________________________________________
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_______________________________________________________________ (2 marks)
(b) Hydroxychloroquine sulphate is toxic against malaria parasites. It works by increasing the
pH of acidic area (vacuoles) that is used to make food in these parasites and consequently kill
them.
OH
NH
N
N

CH3

H3C

Hydroxychloroquine

Cl

(i) Identify whether the amino group shown by the arrow is primary, secondary or tertiary.
________________________________________________________________ (1 mark)
(ii) Circle the functional group that would most likely react with sulphuric acid to form
hydroxychloroquine sulphate.
(1 mark)

(iii) Describe how hydroxychloroquine sulphate increases the pH of acidic area (vacuoles) in
the parasites.
________________________________________________________________________
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________________________________________________________________________
______________________________________________________________ (2 marks)

Credit will be given for answers to part (c) which show clear, well-expressed ideas, and which
present accurate and relevant information in a well-organised, logical manner.
Your answer should be confined to the space provided, and should take approximately 10
minutes.
(c) The following protein section binds to oestrogen hormone and transports the hormone into
human cells.
Describe two ways how the binding occurs in normal condition by using both diagrams and
predict the effect on binding process if the condition of reaction is made acidic.
O
---

NH

CH

O
NH

CH

O
NH CH

CH 2
H2N

O
NH

CH 2

CH

O
NH

CH 2

COOH

NH
N

CH

O
NH

CH

CH 2

CH 2

CH 2

CH 2

SH

---

CH3
OH

Protein section
CH3 OH

HO

Oestrogen

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TOTAL: 17 marks

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QUESTION 3
(a) Spandex is a polymer used in manufacturing garments that are stretchable like exercise
wears, ski pants and swimsuits.

O
N
--- O

N
H

N
O

(CH 2)2

N
H

--N

(CH 2)2

Spandex
(i) State the type of polymerisation of Spandex.
________________________________________________________________ (1 mark)

(ii) State the functional group in this polymer.


________________________________________________________________ (1 mark)

(iii)Identify a repeating unit on the Spandex chain above.


(1 mark)
(iv) Draw the monomer of Spandex that most likely come from a diol.

(2 marks)
(v) This polymer returns to its original shape when not in use. Explain how this is possible.
________________________________________________________________________
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(b) Jadeite, NaAl(Si2O6) belongs to silicate family. The toughest Jadeite are carved and polished
to make jewelleries.
(i) Write the formula of Jadeite anion.
________________________________________________________________ (1 mark)
(ii) State the smallest Si:O ratio for Jadeite.
________________________________________________________________ (1 mark)
(iii)Draw two repeating units of Jadeite.

(2 marks)
(iv) Weaker types of Jadeite break in the form of needles. Explain the physical property of
Jadeite.
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______________________________________________________________ (2 marks)

(c) Anorthite, CaAl2Si2O8 is an aluminosilicate that belongs to feldspar group.


(i) Write the aluminosilicate anion for Anorthite.
________________________________________________________________ (1 mark)

(ii) Deduce the parent silicate anion for Anorthite.


________________________________________________________________ (1 mark)

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(iii)Explain why Al in aluminosilicate would not be exchanged with any cations.


________________________________________________________________________
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TOTAL: 17 marks

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QUESTION 4
(a) Castor oil contains 90 % 12-hydroxyoleic acid.
OH
HO

CH3
O

12-Hydroxyoleic acid
(i) Draw the molecular structure of a triglyceride consists of only 12-hydroxyoleic acid.

(2 marks)

(ii) When castor oil is processed into soap, it works very well with many types of polar and
non polar stains.
Explain the effectiveness of soap anion made from castor oil in cleaning polar and non
polar stains.
________________________________________________________________________
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_______________________________________________________________ (2 marks)
(iii) Generally, soap anions are ineffective in hard water due to formation of scum with Ca 2+
and Mg2+ ions. State one disadvantage of scum formation in cleaning process.
________________________________________________________________________
________________________________________________________________ (1 mark)

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(b) Clean water is very important in washing clothes. Water has to be free from suspended clay
to make sure clothes are properly washed.
Explain how Al2(SO4)3 is used in flocculating suspended clay in water treatment.
__________________________________________________________________________
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________________________________________________________________ (3 marks)

(c) Coloured stains can be oxidised and discoloured using bleach.


(i) Sodium hypochlorite is a type of bleach that releases chlorine bleach.
(1)

Name the oxidising agent formed when sodium hypochlorite is dissolved in


water.
_________________________________________________________ (2 marks)

(2)

State why this bleach can also disinfect water.


__________________________________________________________ (1 mark)

(ii) Another source of bleach is solid oxygen bleach.


Identify two types of oxidising agents released from solid oxygen bleach.
_______________________________________________________________ (2 marks)
(d) Tripolyphosphates is used to assist in detergent cleaning process.
(i) Draw a linear tripolyphosphate anion.

(2 marks)

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(ii) Describe how tripolyphosphates keeps the pH of water mildly alkaline.


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_______________________________________________________________ (2 marks)

TOTAL: 17 marks

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You may write on this page if you need more space to finish your answers to Question Booklet 1.
Make sure to label each answer carefully (e.g. 4 (b)(iii) continued).
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International Education Centre, INTEC, UiTM 2008
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