9701_w13_qp_11 (1)

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UNIVERSITY OF CAMBRIDGE INTERNATIONAL EXAMINATIONS

General Certificate of Education
Advanced Subsidiary Level and Advanced Level
CHEMISTRY 9701/11
Paper 1 Multiple Choice October/November 2013
1 hour
Additional Materials:Multiple Choice Answer Sheet
*9509356916* Soft clean eraser
Soft pencil (type B or HB is recommended)
Data Booklet
READ THESE INSTRUCTIONS FIRST
Write in soft pencil.

Do not use staples, paper clips, highlighters, glue or correction fluid.
Write your name, Centre number and candidate number on the Answer Sheet in the spaces provided
unless this has been done for you.
DONOTWRITE IN ANY BARCODES.
There are forty questions on this paper. Answer all questions. For each question there are four possible answers A, B, C
and D.
Choose the one you consider correct and record your choice in soft pencil on the separate Answer Sheet.
Read the instructions on the Answer Sheet very carefully.
Each correct answer will score one mark. A mark will not be deducted for a wrong answer.
Any rough working should be done in this booklet. Electronic
calculators may be used.
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2
Section A
For each question there are four possible answers, A, B, C, and D. Choose the one you consider to be correct.
1 At the age of 17, in a woodshed in Ohio, Charles Martin Hall discovered the commercial process for the
production of aluminium metal by the electrolysis of a mixture of bauxite, Al 2O3, and cryolite, Na3Al F6.
What is the main purpose of the cryolite?
A Al 2O3 is covalent, and Al F63– ions interact with it to produce Al 3+ ions which can be discharged at the
cathode.
B Cryolite is a base, forming NaAl O2 with bauxite, enabling aluminium to be discharged at the anode.
C Cryolite minimises the release of O 2– ions at the graphite anodes, which are otherwise burnt away to
CO.
D Cryolite reduces the melting point of the bauxite.
2 In which reaction does a single nitrogen atom have the greatest change in oxidation number?
A 4NH3 + 5O2 → 4NO + 6H2O
B 3NO2 + H2O → 2HNO3 + NO
C 2NO + O2 → 2NO2
D 4NH3 + 6NO → 5N2 + 6H2O
V
3 The following half reactions occur when potassium iodate( ), KIO3, in hydrochloric acid solution oxidises
iodine to ICl 2–.
IO3– + 2Cl – + 6H+ + 4e– → ICl 2– + 3H2O
I2 + 4Cl – → 2ICl 2– + 2e–
What is the ratio of IO3– to I2 in the balanced chemical equation for the overall reaction?
A 1:1 B 1:2 C 1:4 D 2:1
4 Use of the Data Booklet is relevant to this question.
In which set do all species contain the same number of electrons?
A Co2+, Co3+, Co4+
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3
B F–, Br –, Cl –
C Na+, Mg2+, Al 3+
D K2SO4, K2SeO4, K2TeO4
5 An autocatalytic reaction is a reaction in which one of the products catalyses the reaction.
Which curve was obtained if the rate of reaction was plotted against time for an autocatalytic reaction?
A B C D
raterateraterate
0000
0 time 0 time 0 time 0 time
6 The diagrams below show the Boltzmann distribution for air at two temperatures.
The solid line represents the distribution at –20 °C.
The dotted line represents the distribution at –10 °C.
Which diagram is correct?
number of number of
molecules molecules
B
energy energy
C D
number of number of
molecules molecules
energy energy
© UCLES 2013 9701/11/O/N/13 [Turn over

4
7 Which stage in the free radical substitution of methane by chlorine will have the lowest activation energy?
A CH3• + Cl 2 → CH3Cl + Cl •
B Cl • + Cl • → Cl 2
C Cl • + CH4 → CH3• + HCl
D Cl 2 → Cl • + Cl •
The approximate percentage composition of the atmosphere on four different planets is given in the table
below.
The density of a gas may be defined as the mass of 1 dm3 of the gas measured at s.t.p.
Which mixture of gases has the greatest density?
major gases /
planet
% by number of molecules
A Jupiter H2 89.8, He 10.2
B Neptune H2 80.0, He 19.0, CH4 1.0

C Saturn H2 96.3, He 3.25, CH4 0.45
D Uranus H2 82.5, He 15.2, CH4 2.3
9 Nitrogen reacts with hydrogen to produce ammonia.
N2(g) + 3H2(g) 2NH3(g)
A mixture of 2.00 mol of nitrogen, 6.00 mol of hydrogen, and 2.40 mol of ammonia is allowed to reach
equilibrium in a sealed vessel of volume 1 dm3 under certain conditions. It was found that 2.32 mol of
nitrogen were present in the equilibrium mixture.
What is the value of Kc under these conditions?
(1.76)2
A
(2.32)(6.96)3
(1.76)2
B
(2.32)(6.32)3
(2.08)2
C
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(2.32)(6.32)3
(2.40)2
D
(2.32)(6.00)3
Which sodium compound contains 74.2 % by mass of sodium?
A sodium carbonate
B sodium chloride
C sodium hydroxide
D sodium oxide
A student carried out an experiment to determine the enthalpy change for the combustion of
methanol.
The following results were obtained by the student.
start temperature of the water 20 °C
final temperature of the water 53 °C

mass of alcohol burner before burning 259.65 g
mass of alcohol burner after burning 259.15 g
mass of glass beaker plus water 150.00 g
mass of glass beaker 50.00 g
How much of the heat energy produced by the burning of methanol went into the water?
A 209 J B 13 794 J C 20 691 J D 22 154 J

6
12 Strontium metal can be obtained by the electrolysis of molten strontium bromide, SrBr 2, using the
apparatus shown in the diagram.
steel cathode
atmosphere of
argon
graphite anode
molten strontium
molten
strontium bromide
heat
Why is an atmosphere of argon used around the cathode?
A A thin film of a compound of strontium and argon forms on the surface protecting the freshly formed
metal.
B The argon keeps the strontium molten.
C The argon stops the molten strontium rising too high in the tube.
D Without the argon, strontium oxide would form in the air.
13 A metal, X, reacts with water to produce a colourless solution which gives a white precipitate when mixed
with aqueous sulfuric acid.
What is metal X?
A barium
B magnesium
C potassium
D sodium
14 Which property increases in value going down Group II?
A electronegativity
B ionic radius
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C maximum oxidation number
D second ionisation energy
15 Which row correctly identifies the uses of some of the compounds of Group II metals?
used as a used in agriculture

refractory lining in to increase the pH
kilns of a soil
A CaO Ca(OH)2
B CaO Mg(OH)2
C MgO Ca(OH)2
D MgO Mg(OH)2
16 Solid potassium halides react with concentrated sulfuric acid, according to the following equations.
reaction 1 2KCl + H2SO4 → K2SO4 + 2HCl

reaction 2 2KBr + 2H2SO4 → K2SO4 + SO2 + Br2 + 2H2O
reaction 3 8KI + 5H2SO4 → 4K2SO4 + H2S + 4I2 + 4H2O
What is the largest change in the oxidation number of sulfur in each of these reactions?
reaction 1 reaction 2 reaction 3
A 0 0 4
B 0 2 4
C 0 2 8
D 0 4 8
17 Which statement explains the observation that magnesium hydroxide dissolves in aqueous ammonium
chloride, but not in aqueous sodium chloride?

8
A The ionic radius of the NH4 ion is similar to that of Mg2+ but not that of Na+.
+
B NH4Cl dissociates less fully than NaCl.
C The Na+ and Mg2+ ions have the same number of electrons.
D The NH4+ ion can donate a proton.
18 Transition metals and their compounds are used as catalysts.
Which row is correct?
transition metal present transition metal present

in the catalyst used in the in the catalyst used in the
Contact process Haber process
A iron iron
B iron vanadium
C vanadium iron
D vanadium vanadium
19 Consecutive elements X, Y and Z are in the third period of the Periodic Table. Element Y has the highest
first ionisation energy and the lowest melting point of these three elements.
What could be the identities of X, Y and Z?
A sodium, magnesium, aluminium
B magnesium, aluminium, silicon
C aluminium, silicon, phosphorus
D silicon, phosphorus, sulfur
20 A new industrial preparation of ethyl ethanoate has been developed using cheap sources of ethanol.
Cu catalyst Cu catalyst
CH3CH2OH CH3CHO CH3CH(OH)OCH2CH3
–2[H] + CH3CH2OH
Cu catalyst
–2[H]
CH3CO2CH2CH3
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Which process is involved at some stage in this reaction sequence?
A electrophilic addition
B nucleophilic addition
C nucleophilic substitution
D reduction
21 Which reaction will give the best yield of 1-chloropropane?
A chlorine gas with propene gas in the dark
B propan-1-ol with dilute NaCl (aq)
C propan-1-ol with PCl 5
D propene with dilute HCl (aq)
22 The compound ‘leaf alcohol’ is partly responsible for the smell of new-mown grass.
CH3CH2CH=CHCH2CH2OH leaf alcohol
What will be formed when ‘leaf alcohol’ is oxidised using an excess of hot, acidified K 2Cr2O7(aq)?
A CH3CH2CH(OH)CH(OH)CH2CO2H
B CH3CH2COCOCH2CO2H
C CH3CH2CH=CHCH2CO2H
D CH3CH2CO2H and HO2CCH2CO2H
23 Which compound exhibits stereoisomerism?
A CH3CHCl CH3
B CH3CHCl CH2Cl
C CH3CCl 2CH3
D CH2Cl CH2CH2Cl
24 A carbanion is an organic ion in which a carbon atom has a negative charge. A carbocation is an organic
ion in which a carbon atom has a positive charge.
The reaction between aqueous sodium hydroxide and 1-bromobutane proceeds by an S N2 mechanism.
How should the first step in the mechanism be described?
A attack by a nucleophile on a carbon atom with a partial positive charge

10
B heterolytic bond fission followed by an attack by an electrophile on a carbanion
C heterolytic bond fission followed by an attack by a nucleophile on a carbocation
D homolytic bond fission followed by an attack by a nucleophile on a carbocation
25 What are the only structures formed when butan-2-ol is heated with concentrated H 2SO4?
A CH3CH H CH H
C C C C
2 3
H H H CH3
H
CH CH C H
B C CH3 C C H
CH3
3 3
H C H CH3CH2 C
H H
H H H H
C C
C C C
H CH3
CH3CH2 CH3
H H
C C
CH CH3CH H H
H H
C C C C
3 2
D CH3 H CH3 CH3
26 How many moles of hydrogen, H2, are evolved when an excess of sodium metal is added to one mole of
citric acid?
CO H
2
C
HO CH2CO2H
CH2CO2H
citric acid
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A 1 B 2 C 3 D 4
VI
27 Primary alcohols can be oxidised to aldehydes using either acidified potassium dichromate( ) or acidified
potassium manganate(VII). Both these oxidising agents change colour as they are reduced.
What is the colour of each oxidising agent before and after it has reacted?
acidified potassium dichromate(VI) acidified potassium manganate(VII)

before after before after
A green orange purple colourless
B orange green colourless purple

C orange green purple colourless
D purple colourless orange green
28 In which reaction is the organic compound oxidised?
A CH3CH2OH + concentrated H3PO4
B CH3CH2CH2CHO + Tollens’ reagent
C CH3COCH3 + 2,4-dinitrophenylhydrazine reagent
D CH3CN + dilute H2SO4
29 How many of the compounds shown will react with aqueous sodium hydroxide to form the sodium salt of
a carboxylic acid?
H3 O CH O
C CH2 C CH2 CH3CH3
O O
O O
C CH C
H H3C
O CH2 CH2 CH3 CH3 O H
A 1 B 2 C 3 D 4

12
30 Which types of bond breakage and bond formation occur in the addition polymerisation of alkenes?
bond breakage bond formation
A π only σ only
B π only σ and π
C σ and π σ only
D σ and π σ and π
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Section B
For each of the questions in this section, one or more of the three numbered statements 1 to 3 may be correct.
Decide whether each of the statements is or is not correct (you may find it helpful to put a tick against the
statements that you consider to be correct).
The responses A to D should be selected on the basis of
A B C D
1, 2 and 3 1 and 2 only 2 and 3 only 1 only is

are correct are correct are correct correct
No other combination of statements is used as a correct response.
31 X is a particle with 18 electrons and 20 neutrons.
What could be the symbol of X?
1 3818Ar
2 4020Ca2+
3 3919K+
Carbon and nitrogen are adjacent in the Periodic Table.
Which properties do they both have?
1 There is an empty 2p orbital in one atom of the element.
2 The principal quantum number of the highest occupied orbital is 2.
3 They form compounds in which their atoms form bonds with four other atoms.
33 What are necessary properties of a dynamic equilibrium?
1 Equal amounts of reactants and products are present.
2 Concentrations of reactants and products remain constant.
3 The rate of the forward reaction is the same as the rate of the reverse reaction.

14
The responses A to D should be selected on the basis of
A B C D
1, 2 and 3 1 and 2 only 2 and 3 only 1 only is

are correct are correct are correct correct
No other combination of statements is used as a correct response.
34 If N2O4 gas is placed in a sealed vessel the following equilibrium is established.
N2O4(g) 2NO2(g)
The forward reaction is endothermic.
What happens when the temperature is increased?
1 The equilibrium constant increases.
2 The partial pressure of NO2 increases.
3 The activation energy is unchanged.
35 Which types of bonding are present in ammonium carbonate, (NH4)2CO3?
1 ionic
2 covalent
3 co-ordinate (dative covalent)
36 Sulfur dioxide and sulfites are used in food preservation.
Why are they used for this purpose?
1 They are reducing agents which slow down the oxidation of food.
2 They inhibit the growth of aerobic bacteria.
3 They react with NO2(g) converting it to NO(g).
37 The organic compound X gives a precipitate when warmed with aqueous silver nitrate. This precipitate
dissolves when concentrated aqueous ammonia is added.
What is a possible identity for X?
1 1-bromopropane
2 2-chlorobutane
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3 2-iodo,2-methylpropane

16
38 An organic compound Y, molecular formula C6H14O, may be oxidised to compound Z, molecular

formula C6H12O2.
What could be the structural formula of Y?
1 CH3CH2CH(CH2OH)CH2CH3 2 (CH3)3CCH2CH2OH
3 CH3CH2CH(CH3)CH2CH2OH
39 Which reactions can be used to make an alcohol in the laboratory?
1 hydrolysis of a bromoalkane with NaOH(aq)
2 reduction of a ketone with NaBH4
3 reduction of an aldehyde with NaBH4
40 The compounds below are treated with hydrogen cyanide.
Which compounds react and produce a molecule containing a chiral centre?
1 butanal
2 pentan-3-one
3 2-chlorobutane
BLANK PAGE
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been made by the publisher (UCLES) to trace copyright holders, but if any items requiring clearance have unwittingly been included, the publisher will be pleased to make
amends at the earliest possible opportunity.
Cambridge International Examinations is part of the Cambridge Assessment Group. Cambridge Assessment is the brand name of University of Cambridge Local Examinations
Syndicate (UCLES), which is itself a department of the University of Cambridge.
© UCLES 2013 9701/11/O/N/13

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UNIVERSITY OF CAMBRIDGE INTERNATIONAL EXAMINATIONS

Paper 1 Multiple Choice October/November 2013

READ THESE INSTRUCTIONS FIRST

Write in soft pencil.

Read the instructions on the Answer Sheet very carefully.

What is the main purpose of the cryolite?

D Cryolite reduces the melting point of the bauxite.

A 4NH3 + 5O2 → 4NO + 6H2O

B 3NO2 + H2O → 2HNO3 + NO

D 4NH3 + 6NO → 5N2 + 6H2O

IO3– + 2Cl – + 6H+ + 4e– → ICl 2– + 3H2O

I2 + 4Cl – → 2ICl 2– + 2e–

A 1:1 B 1:2 C 1:4 D 2:1

4 Use of the Data Booklet is relevant to this question.

In which set do all species contain the same number of electrons?

A Co2+, Co3+, Co4+

© UCLES 2013 9701/11/O/N/13

D K2SO4, K2SeO4, K2TeO4

The solid line represents the distribution at –20 °C.

The dotted line represents the distribution at –10 °C.

Which diagram is correct?

© UCLES 2013 9701/11/O/N/13 [Turn over

C Cl • + CH4 → CH3• + HCl

8 Use of the Data Booklet is relevant to this question.

Which mixture of gases has the greatest density?

A Jupiter H2 89.8, He 10.2

B Neptune H2 80.0, He 19.0, CH4 1.0

9 Nitrogen reacts with hydrogen to produce ammonia.

N2(g) + 3H2(g) 2NH3(g)

What is the value of Kc under these conditions?

© UCLES 2013 9701/11/O/N/13

10 Use of the Data Booklet is relevant to this question.

Which sodium compound contains 74.2 % by mass of sodium?

11 Use of the Data Booklet is relevant to this question.

The following results were obtained by the student.

start temperature of the water 20 °C

final temperature of the water 53 °C

A 209 J B 13 794 J C 20 691 J D 22 154 J

© UCLES 2013 9701/11/O/N/13 [Turn over

Why is an atmosphere of argon used around the cathode?

B The argon keeps the strontium molten.

D Without the argon, strontium oxide would form in the air.

14 Which property increases in value going down Group II?

© UCLES 2013 9701/11/O/N/13

D second ionisation energy

used as a used in agriculture

reaction 1 2KCl + H2SO4 → K2SO4 + 2HCl

reaction 1 reaction 2 reaction 3

© UCLES 2013 9701/11/O/N/13 [Turn over

B NH4Cl dissociates less fully than NaCl.

D The NH4+ ion can donate a proton.

18 Transition metals and their compounds are used as catalysts.

Which row is correct?

transition metal present transition metal present

What could be the identities of X, Y and Z?

A sodium, magnesium, aluminium

B magnesium, aluminium, silicon

C aluminium, silicon, phosphorus

D silicon, phosphorus, sulfur