Cambridge International Examinations

Cambridge Pre-U Certificate

CHEMISTRY 9791/01
Paper 1 Part A Multiple Choice May/June 2014
1 hour

Additional Materials: Multiple Choice Answer Sheet

*3727641398*

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, 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.
DO NOT WRITE 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 working should be done in this booklet.
Electronic calculators may be used.

This document consists of 14 printed pages and 2 blank pages.

IB14 06_9791_01/3RP
© UCLES 2014 [Turn over
 2

1 What is the pattern of the increase in metallic character in the Periodic Table?

A ascending groups and left to right across periods

B ascending groups and right to left across periods
C descending groups and left to right across periods
D descending groups and right to left across periods

2 How many subshells and orbitals are there in the third shell?

subshells orbitals

A 2 4
B 2 8
C 3 5
D 3 9

3 Silicon and phosphorus are elements in Period 3.

Which statement about silicon and white phosphorus is correct?

A They both can act as semi-conductors.

B They both form chlorides that react with water.
C They both form dioxides readily in oxygen.

D They both have melting points below 200 °C.

4 Concentrated sulfuric acid reacts with solid potassium bromide at room temperature.

Which substance is not formed in this reaction?

A bromine
B hydrogen sulfide
C sulfur dioxide
D water

5 The diagram shows the skeletal formula of the silkworm moth sex pheromone.

OH

How many hydrogen atoms are present in one molecule of this pheromone?

A 26 B 28 C 29 D 30

© UCLES 2014 9791/01/M/J/14

 3

6 The diagram shows the structure of lactic acid.

1
CH3

2
C
HO H
3
CO2H

What are the functional group levels of the carbon atoms in lactic acid?
[0 = hydrocarbon, 1 = alcohol, 2 = carbonyl, 3 = carboxylic acid, 4 = carbon dioxide level]

carbon atom 1 carbon atom 2 carbon atom 3

A 0 1 3
B 1 0 3
C 0 1 4
D 1 0 4

7 Which aim is consistent with the principles of green chemistry?

A avoiding catalysts that are heterogeneous

B solventless reactions
C using cheaper reagents
D using substitution rather than addition reactions

8 Br2 is a liquid but F2 is a gas at room temperature and pressure.

What is a valid explanation for the difference in state?

A Br–Br bonds are stronger than F–F bonds.

B Br2 is less reactive than F2.
C Br is more electronegative than F.
D Br2 is more polarisable than F2.

© UCLES 2014 9791/01/M/J/14 [Turn over

 4

9 Which equation does not represent the standard enthalpy change stated?

enthalpy change of equation

A atomisation of Cl Cl 2(g) → 2Cl (g)

B combustion of H2S H2S(g) + 1.5O2(g) → H2O(l) + SO2(g)
1
C formation of H2SO4 H2(g) + 2O2(g) + 8
S8(s) → H2SO4(l)
D solution of K2SO4 K2SO4(s) + aq → 2K+(aq) + SO42–(aq)

10 Which quantity is not required in the calculation of the lattice energy of calcium hydride, CaH2,
using the Born-Haber cycle?

A first electron affinity of hydrogen

B second electron affinity of hydrogen
C first ionisation energy of calcium
D second ionisation energy of calcium

11 The thermal decomposition of ammonium nitrate gives only two products, steam and an oxide of
nitrogen, X.

What is the oxidation number of nitrogen in X?

A +1 B +2 C +3 D +4

© UCLES 2014 9791/01/M/J/14

 5

12 The apparatus shows an unsuccessful attempt to prepare and collect dry sulfur dioxide.

dilute
hydrochloric
acid

sodium
sulfite,
Na2SO3
P Q
heat aqueous concentrated
potassium sulfuric acid
hydroxide

Which change would make the experiment successful?

A omitting flask P
B omitting flask Q
C using dilute nitric acid instead of dilute hydrochloric acid
D using sodium sulfate instead of sodium sulfite

13 Iodine is far less soluble in water than it is in aqueous potassium iodide, where it forms the
complex ion I3–. For this reason, reactions involving aqueous iodine are often carried out in
potassium iodide solution.

Which equation describes the quantitative determination of iodine in the presence of excess
potassium iodide?

A I2 + 2SO42– → 2I– + S2O82–

B 2I– + 2S2O32– → I2 + S4O62–

C I3– + 2SO42– → 3I– + S2O82–

D I3– + 2S2O32– → 3I– + S4O62–

© UCLES 2014 9791/01/M/J/14 [Turn over

 6

14 Hydrogen sulfide, H2S, can be used to identify a range of metal ions in solution because they
form insoluble sulfides. For a metal ion, M 2+, the reaction can be summarised by the equation.

M 2+(aq) + H2S(aq) → M S(s) + 2H+(aq)

Which two terms accurately describe this reaction?

A disproportionation and decomposition

B disproportionation and precipitation
C precipitation and acid-base
D redox and acid-base

15 Antimony can be produced in a two-stage process from its ore stibnite, Sb2S3.

The ore is first roasted in oxygen, producing Sb4O6 and SO2.

The Sb4O6 is then reduced by carbon, producing Sb and CO2.

What volume of CO2, measured at room temperature and pressure, is produced on processing
10 moles of Sb2S3?

A 15 dm3 B 180 dm3 C 360 dm3 D 720 dm3

16 How does the strength of the halogen-halogen covalent bond change as Group 17 is descended?

A B

bond bond
strength strength

F Cl Br I F Cl Br I

C D

bond bond
strength strength

F Cl Br I F Cl Br I

© UCLES 2014 9791/01/M/J/14

 7

17 Why does magnesium have a greater electrical conductivity than sodium?

A A magnesium atom has more protons than a sodium atom.

B Magnesium is more electronegative than sodium.
C Magnesium has a higher relative atomic mass than sodium.
D One mole of magnesium has more delocalised electrons than one mole of sodium.

18 Carbonyl derivatives of cyclohexene are present in plant oils. The structures show three such
derivatives.

O O

P Q R

Which of these molecules have a chiral centre?

A P, Q and R
B P and Q only
C P and R only
D Q and R only

19 Which atom has the highest ratio of unpaired electrons to paired electrons in its ground state?

A boron
B carbon
C nitrogen
D oxygen

20 The compound of molecular formula C3H4Br2 has structural isomers.

How many of these structural isomers contain C=C and how many do not contain C=C?

structural isomers structural isomers

with C=C without C=C

A 4 0
B 4 2
C 5 0
D 5 2

© UCLES 2014 9791/01/M/J/14 [Turn over

 8

21 Which forms of isomerism will be shown by the molecule 2,4-dimethylhex-2-ene?

A both geometric and optical isomerism

B geometric isomerism only
C optical isomerism only
D neither geometric nor optical isomerism

22 Which row correctly describes the types of bonds in the molecules of oxygen, nitrogen and white
phosphorus?

oxygen nitrogen phosphorus

A one σ and one π one σ and two π six σ

B one σ and one π two σ and one π four σ
C two σ one σ and two π four σ
D two σ two σ and one π six σ

23 In the reaction of bromoethane with the cyanide ion, one carbon atom in bromoethane changes
its functional group level.

Which statement correctly describes this change?

A It changes from alcohol level to carbonyl level.

B It changes from alcohol level to carboxylic acid level.
C It changes from alcohol level to hydrocarbon level.
D It changes from hydrocarbon level to carboxylic acid level.

24 An organic compound produced a silver mirror when warmed with Tollens’ reagent.

What is a possible structure for the organic compound?

A B C D

O O O O

O OH

© UCLES 2014 9791/01/M/J/14

 9

25 Mevalonic acid is involved in the biosynthesis of cholesterol.

H OH H H

HO2C C C C C OH

H CH3 H H

mevalonic acid

When mevalonic acid is heated under reflux with acidified potassium dichromate(VI) an organic
compound X is produced.

Which row is correct for X?

number of chiral carbon number of peaks in the

atoms in one molecule of X carbon-13 NMR spectrum of X

A 0 4
B 0 6
C 1 4
D 1 6

26 In terms of change in functional group level, which addition reaction does not involve oxidation?

A CH2=CH2 + Br2 → CH2BrCH2Br

B CH2=CH2 + HBr → CH3CH2Br

C CH2=CH2 + HCl → CH3CH2Cl

D CH2=CH2 + H2 → CH3CH3

27 The diagram shows a reaction pathway.

* Cl hot OH– Br2

CH3CH2CH 2 Y Z
dissolved
in ethanol

For this reaction pathway, what is the correct sequence of changes in the functional group level
of the carbon atom shown by *?

A It moves down one level, followed by moves up one level.

B It moves down one level, followed by stays the same.
C It stays the same, followed by moves up one level.
D It stays the same, followed by stays the same.

© UCLES 2014 9791/01/M/J/14 [Turn over

 10

28 Two repeat units of a polymer are shown.

–CH2–CCl 2–CH2–CCl 2–

What is the product when the monomer used to make this polymer is reacted with chlorine in an
organic solvent?

A CCl 2=CCl 2 B CCl 3CCl 3 C CH2Cl CCl 3 D CHCl 2CCl 3

29 Hydrogen, used as a reactant in the Haber process, can be produced industrially from either of
the two reactions shown.

reaction 1 CH4 + 2H2O → CO2 + 4H2

reaction 2 C + H2O → CO + H2

Assume hydrogen is the only utilised product. Which statement about the relative efficiencies of
reagent use of these two reactions is correct?

A Reaction 1 is more efficient because it has a higher atom economy.

B Reaction 1 is more efficient because it has a lower atom economy.
C Reaction 2 is more efficient because it has a higher atom economy.
D Reaction 2 is more efficient because it has a lower atom economy.

30 Which molecule has the same number of atoms in a plane as a molecule of ethene, C2H4?

A BF3 B IF7 C PCl 5 D SF6

31 A mixture of solids is treated with an excess of dilute hydrochloric acid.

A colourless gas is evolved and a white precipitate forms.

What are the solids in the mixture?

A calcium carbonate and magnesium hydroxide

B calcium carbonate and magnesium nitrate
C lead nitrate and calcium hydroxide
D lead nitrate and magnesium carbonate

32 Bone contains calcium salts and other material. When bone is strongly heated in air, calcium
oxide is the only solid residue.

When 25.0 g of a bone sample is strongly heated in air, 7.0 g of solid residue remains.

What is the percentage by mass of calcium in the bone sample?

A 10.0% B 14.0% C 20.0% D 28.0%

© UCLES 2014 9791/01/M/J/14

 11

33 In an experiment, 50.0 cm3 of a 0.100 mol dm–3 solution of a metal nitrate M (NO3)3 reacted exactly
with 25.0 cm3 of a 0.100 mol dm–3 solution of sodium sulfite.

During this reaction the sulfite ions were oxidised.

SO32–(aq) + H2O(l) → SO42–(aq) + 2H+(aq) + 2e–

The original solution of the metal salt contained M 3+ ions.

What is the oxidation number of the metal in the final reaction mixture?

A +1 B +2 C +4 D +5

34 The mass spectrum of CH2F2 would not contain a peak at which m / z value?

A 14 B 19 C 38 D 52

35 Which does not represent a process that produces a detectable ion in a mass spectrometer?

A C3H6(g) + H+(g) → C3H7+(g)

B CH3COCl (g) + e– → CH3CO+(g) + Cl –(g) + e–

C Cl 2(g) + e– → Cl •(g) + Cl –(g)

D He(g) + e– → He+(g) + 2e–

36 Why does the atomic emission spectrum of hydrogen have fewer lines than that of helium?

A H atoms, unlike He atoms, can dimerise to H2.

B Hydrogen has fewer electrons.
C Hydrogen has fewer protons.
D There are no electron-electron interactions in H atoms.

37 Which description of the emission spectrum of the hydrogen atom is correct?

A a series of lines that are evenly spaced

B a series of lines that converge towards higher frequencies
C a series of lines that converge towards lower energies
D a series of lines that converge towards lower frequencies

© UCLES 2014 9791/01/M/J/14 [Turn over

 12

38 Compound X has a Mr of 58 and an infra-red spectrum that shows a strong absorbance at

3350 cm–1.

What is compound X?

A prop-2-en-1-ol
B propanal
C propan-1-ol
D propanone

© UCLES 2014 9791/01/M/J/14

 13

39 A sample of organic liquid J was placed on a watch-glass and left exposed to the atmosphere. A
few days later a new substance K had been formed.

The infra-red spectra of J and K are given.

100
transmittance (%)

80

60

40
J
20

0
4000 3500 3000 2500 2000 1800 1600 1400 1200 1000 800
wavenumber / cm–1

100
transmittance (%)

80
K
60

40

20

0
4000 3500 3000 2500 2000 1800 1600 1400 1200 1000 800
wavenumber / cm–1

To which class of compounds do J and K belong?

J K

A alcohol carboxylic acid

B alcohol ketone
C aldehyde alcohol
D aldehyde carboxylic acid

© UCLES 2014 9791/01/M/J/14 [Turn over

 14

40 How many carbon-13 NMR signals are given by the organic reactant and product in the following
reaction?

O O
1. H+ / H2O
2. Na2Cr2O7 / H+
O O HO OH

reactant product

A 3 2
B 3 3
C 5 2
D 5 3

© UCLES 2014 9791/01/M/J/14

 15

BLANK PAGE

© UCLES 2014 9791/01/M/J/14

 16

BLANK PAGE

Permission to reproduce items where third-party owned material protected by copyright is included has been sought and cleared where possible. Every
reasonable effort has 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 2014 9791/01/M/J/14