Chemistry: Higher 2 (Syllabus 9647)
Chemistry: Higher 2 (Syllabus 9647)
Chemistry: Higher 2 (Syllabus 9647)
HIGHER 2
(Syllabus 9647)
CONTENTS
Page
INTRODUCTION 1
AIMS 1
ASSESSMENT OBJECTIVES 2
SCHEME OF ASSESSMENT 4
ADDITIONAL INFORMATION 6
SUBJECT CONTENT 7
PRACTICAL ASSESSMENT 27
QUALITATIVE ANALYSIS NOTES 29
SUMMARY OF KEY QUANTITIES AND UNITS 31
MATHEMATICAL REQUIREMENTS 32
GLOSSARY OF TERMS 33
DATA BOOKLET 36
PERIODIC TABLE 46
TEXTBOOKS 47
9647 H2 CHEMISTRY (2011)
INTRODUCTION
Candidates will be assumed to have knowledge and understanding of Chemistry at O level, as a
single subject or as part of a balanced science course.
This syllabus is designed to place less emphasis on factual material and greater emphasis on the
understanding and application of scientific concepts and principles. This approach has been adopted
in recognition of the need for students to develop skills that will be of long term value in an
increasingly technological world rather than focusing on large quantities of factual material which may
have only short term relevance.
Experimental work is an important component and should underpin the teaching and learning of
Chemistry.
AIMS
These are not listed in order of priority. Many of these Aims are reflected in the Assessment
Objectives which follow; others are not readily assessed.
1. provide, through well designed studies of experimental and practical chemistry, a worthwhile
educational experience for all students, whether or not they go on to study science beyond this
level and, in particular, to enable them to acquire sufficient understanding and knowledge to
1.1 become confident citizens in a technological world, able to take or develop an informed
interest in matters of scientific import;
1.2 recognise the usefulness, and limitations, of scientific method and to appreciate its
applicability in other disciplines and in everyday life;
1.3 be suitably prepared for employment and/or further studies beyond A level.
2.4 encourage the presentation of information and ideas appropriate for different audiences
and purposes;
2.5 develop self motivation and the ability to work in a sustained fashion.
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3.2 objectivity;
3.3 integrity;
3.4 enquiry;
3.5 initiative;
3.6 insight.
5.1 the study and practice of science are co-operative and cumulative activities, and are
subject to social, economic, technological, ethical and cultural influences and limitations;
5.2 the applications of science may be both beneficial and detrimental to the individual, the
community and the environment;
5.3 science transcends national boundaries and that the language of science, correctly and
rigorously applied, is universal;
ASSESSMENT OBJECTIVES
The assessment objectives listed below reflect those parts of the Aims which will be assessed.
3. scientific instruments and apparatus, including techniques of operation and aspects of safety;
5. scientific and technological applications with their social, economic and environmental
implications.
The Syllabus Content defines the factual knowledge that candidates may be required to recall and
explain. Questions testing these objectives will often begin with one of the following words: define,
state, describe, explain or outline. (See the Glossary of Terms.)
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Students should be able in words or by using symbolic, graphical and numerical forms of presentation
to:
3. manipulate numerical and other data and translate information from one form to another;
4. analyse and evaluate information so as to identify patterns, report trends and conclusions, and
draw inferences;
10. bring together knowledge, principles and concepts from different areas of chemistry, and apply
them in a particular context;
11. use chemical skills in contexts which bring together different areas of the subject.
These assessment objectives cannot be precisely specified in the Syllabus Content because
questions testing such skills may be based on information which is unfamiliar to the candidate.
In answering such questions, candidates are required to use principles and concepts that are within
the syllabus and apply them in a logical, reasoned or deductive manner to a novel situation.
Questions testing these objectives will often begin with one of the following words: predict, suggest,
construct, calculate or determine. (See the Glossary of Terms.)
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SCHEME OF ASSESSMENT
All school candidates are required to enter for Papers 1, 2, 3 and 4.
School-based Science
4 - 15.0 40
Practical Assessment (SPA)
Forty multiple choice questions, all compulsory. Thirty items will be of the direct choice type and ten
of the multiple completion type.
A variable number of structured questions including one or two data-based questions and a question
on Planning. All questions are compulsory and answered on the question paper. The data-based
question(s) constitute(s) 15–20 marks for this paper whilst the Planning question constitutes 12 marks
for this paper.
The data-based question(s) provide(s) good opportunity to test higher order thinking skills such as
handling, applying, and evaluating information. The Planning Question will assess appropriate
aspects of objectives C1 to C5. Some questions, including the Planning question, will also require
candidates to integrate knowledge and understanding from different areas and topics of the chemistry
syllabus.
Candidates will be required to answer a total of four out of five questions. Each question will carry 20
marks. All the questions will require candidates to integrate knowledge and understanding from
different areas and topics of the chemistry syllabus.
The School-Based Science Practical Assessment (SPA) will take place over an appropriate period
that the candidates are offering the subject. There are two compulsory assessments which will
assess appropriate aspects of objectives C1 to C5 in the following skill areas:
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Each assessment assesses these three skill areas MMO, PDO and ACE, which may not be
necessarily equally weighted, to a total of 20 marks. The range of marks for the three skill areas are
as follows: MMO, 4–8 marks; PDO, 4–8; ACE, 8–10 marks.
The assessment of PDO and ACE may also include questions on data-analysis which do not require
practical equipment and apparatus. Candidates will not be permitted to refer to books and laboratory
notebooks during the assessment.
Refer to the SPA Handbook for more detailed information on the conduct of SPA.
For private candidates, a timetabled practical paper will assess appropriate aspects of objectives C1
to C5 in the following skill areas:
Each of these skill areas will be approximately equally weighted to a total of 36 marks. This paper
may include data handling/interpretation questions that do not require apparatus, in order to test the
skill areas of PDO and ACE.
Candidates will not be permitted to refer to books and laboratory notebooks during the examination.
Knowledge with
A 32% Papers 1, 2, 3
understanding
Papers 2, 4
Experimental skills and
C 20% or
investigations
Papers 2, 5
The proportion of marks allocated to Physical, Inorganic and Organic Chemistry in Papers 1, 2 and 3
will be in the approximate ratio 5:2:5.
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ADDITIONAL INFORMATION
Data Booklet
A Data Booklet is available for use in the theory papers. The booklet is reprinted at the end of this
syllabus document.
Nomenclature
Students will be expected to be familiar with the nomenclature used in the syllabus. The proposals in
"Signs, Symbols and Systematics" (The Association for Science Education Companion to 16-19
Science, 2000) will generally be adopted although the traditional names sulfate, sulfite, nitrate, nitrite,
sulfurous and nitrous acids will be used in question papers. Sulfur (and all compounds of sulfur) will
be spelt with f (not with ph) in question papers, however students can use either spelling in their
answers.
Grading Conditions
Candidates’ results are based on the aggregation of their marks in the various papers, i.e. there are
no hurdle conditions under which a prescribed level of performance in an individual paper prevents
the award of an A level result.
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SUBJECT CONTENT
PHYSICAL CHEMISTRY
Content
Learning Outcomes
[the term relative formula mass or Mr will be used for ionic compounds]
(a) define the terms relative atomic, isotopic, molecular and formula mass, based on the 12C scale
(c) calculate the relative atomic mass of an element given the relative abundances of its isotopes
(e) calculate empirical and molecular formulae using combustion data or composition by mass
[when performing calculations, candidates’ answers should reflect the number of significant
figures given or asked for in the question]
2. ATOMIC STRUCTURE
Content
• The nucleus of the atom: neutrons and protons, isotopes, proton and nucleon numbers
• Electrons: electronic energy levels, ionisation energies, atomic orbitals, extranuclear structure
Learning Outcomes
(a) identify and describe protons, neutrons and electrons in terms of their relative charges and
relative masses
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(b) deduce the behaviour of beams of protons, neutrons and electrons in an electric field
(d) deduce the numbers of protons, neutrons and electrons present in both atoms and ions given
proton and nucleon numbers (and charge)
(e) (i) describe the contribution of protons and neutrons to atomic nuclei in terms of proton
number and nucleon number
(ii) distinguish between isotopes on the basis of different numbers of neutrons present
(f) describe the number and relative energies of the s, p and d orbitals for the principal quantum
numbers 1, 2 and 3 and also the 4s and 4p orbitals
(h) state the electronic configuration of atoms and ions given the proton number (and charge)
(i) (i) explain the factors influencing the ionisation energies of elements (see the Data Booklet)
(ii) explain the trends in ionisation energies across a period and down a Group of the
Periodic Table (see also Section 9)
(j) deduce the electronic configurations of elements from successive ionisation energy data
(k) interpret successive ionisation energy data of an element in terms of the position of that
element within the Periodic Table
3. CHEMICAL BONDING
Content
Learning Outcomes
(a) describe ionic (electrovalent) bonding, as in sodium chloride and magnesium oxide, including
the use of ‘dot-and-cross’ diagrams
(i) covalent bonding, as in hydrogen; oxygen; nitrogen; chlorine; hydrogen chloride; carbon
dioxide; methane; ethene
(ii) co-ordinate (dative covalent) bonding, as in formation of the ammonium ion and in the
Al2Cl6 molecule.
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(c) explain the shapes of, and bond angles in, molecules such as BF3 (trigonal planar); CO2
(linear); CH4 (tetrahedral); NH3 (trigonal pyramidal); H2O (non-linear); SF6 (octahedral) by using
the Valence Shell Electron Pair Repulsion theory
(d) describe covalent bonding in terms of orbital overlap, giving σ and π bonds (see also Section
10.1)
(e) predict the shapes of, and bond angles in, molecules analogous to those specified in (c)
(f) describe hydrogen bonding, using ammonia and water as examples of molecules containing
-NH and -OH groups
(g) explain the terms bond energy, bond length and bond polarity and use them to compare the
reactivities of covalent bonds
(h) describe intermolecular forces (van der Waals’ forces), based on permanent and induced
dipoles, as in CHCl3(l); Br2(l) and the liquid noble gases
(i) describe metallic bonding in terms of a lattice of positive ions surrounded by mobile electrons
(j) describe, interpret and/or predict the effect of different types of bonding (ionic bonding; covalent
bonding; hydrogen bonding; other intermolecular interactions; metallic bonding) on the physical
properties of substances
(l) show understanding of chemical reactions in terms of energy transfers associated with the
breaking and making of chemical bonds
(m) describe, in simple terms, the lattice structure of a crystalline solid which is:
(n) outline the importance of hydrogen bonding to the physical properties of substances, including
ice and water
(o) suggest from quoted physical data the type of structure and bonding present in a substance
(p) recognise that materials are a finite resource and the importance of recycling processes
Content
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Learning Outcomes
(a) state the basic assumptions of the kinetic theory as applied to an ideal gas
(ii) the limitations of ideality at very high pressures and very low temperatures
(c) state and use the general gas equation pV = nRT in calculations, including the determination of
Mr
5. CHEMICAL ENERGETICS
Content
Learning Outcomes
(a) explain that some chemical reactions are accompanied by energy changes, principally in the
form of heat energy; the energy changes can be exothermic (∆H negative) or endothermic
(∆H positive)
(i) enthalpy change of reaction and standard conditions, with particular reference to:
formation; combustion; hydration; solution; neutralisation; atomisation
(iii) lattice energy (∆H negative, i.e. gaseous ions to solid lattice)
(c) calculate enthalpy changes from appropriate experimental results, including the use of the
relationship
(d) explain, in qualitative terms, the effect of ionic charge and of ionic radius on the numerical
magnitude of a lattice energy
(e) apply Hess’ Law to construct simple energy cycles, e.g. Born-Haber cycle, and carry out
calculations involving such cycles and relevant energy terms (including ionisation energy and
electron affinity), with particular reference to:
(i) determining enthalpy changes that cannot be found by direct experiment, e.g. an
enthalpy change of formation from enthalpy changes of combustion
(ii) the formation of a simple ionic solid and of its aqueous solution
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(f) construct and interpret a reaction pathway diagram, in terms of the enthalpy change of the
reaction and of the activation energy
(h) discuss the effects on the entropy of a chemical system by the following:
(i) predict whether the entropy change for a given process or reaction is positive or negative
(j) define standard Gibbs free energy change of reaction by means of the equation
∆G = ∆H − T∆S
[the calculation of standard entropy change, ∆S , for a reaction using standard entropies, S ,
is not required]
(l) state whether a reaction or process will be spontaneous by using the sign of ∆G
(m) predict the effect of temperature change on the spontaneity of a reaction, given standard
enthalpy and entropy changes
6. ELECTROCHEMISTRY
Content
• Redox processes: electron transfer and changes in oxidation number (oxidation state)
• Electrode potentials
(i) Standard electrode (redox) potentials, E ; the redox series
(ii) Standard cell potentials, E cell , and their uses
(iii) Batteries and fuel cells
• Electrolysis
(i) Factors affecting the amount of substance liberated during electrolysis
(ii) The Faraday constant; the Avogadro constant; their relationship
(iii) Industrial uses of electrolysis
Learning Outcomes
(a) describe and explain redox processes in terms of electron transfer and/or of changes in
oxidation number (oxidation state)
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(d) describe methods used to measure the standard electrode potentials of:
(e) calculate a standard cell potential by combining two standard electrode potentials
(g) understand the limitations in the use of standard cell potentials to predict the feasibility of a
reaction
(h) construct redox equations using the relevant half-equations (see also Section 9.4)
(i) predict qualitatively how the value of an electrode potential varies with the concentration of the
aqueous ion
(j) state the possible advantages of developing other types of cell, e.g. the H2/O2 fuel cell and
improved batteries (as in electric vehicles) in terms of smaller size, lower mass and higher
voltage
(k) state the relationship, F = Le, between the Faraday constant, the Avogadro constant and the
charge on the electron
(l) predict the identity of the substance liberated during electrolysis from the state of electrolyte
(molten or aqueous), position in the redox series (electrode potential) and concentration
(m) calculate:
(ii) the mass and/or volume of substance liberated during electrolysis, including those in the
electrolysis of H2SO4(aq); Na2SO4(aq)
(n) explain, in terms of the electrode reactions, the industrial processes of:
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7. EQUILIBRIA
Content
Learning Outcomes
(a) explain, in terms of rates of the forward and reverse reactions, what is meant by a reversible
reaction and dynamic equilibrium
(b) state Le Chatelier’s Principle and apply it to deduce qualitatively (from appropriate information)
the effects of changes in concentration, pressure or temperature, on a system at equilibrium
(d) deduce expressions for equilibrium constants in terms of concentrations, Kc, and partial
pressures, Kp
(e) calculate the values of equilibrium constants in terms of concentrations or partial pressures
from appropriate data
(f) calculate the quantities present at equilibrium, given appropriate data (such calculations will not
require the solving of quadratic equations)
(g) describe and explain the conditions used in the Haber process, as an example of the
importance of an understanding of chemical equilibrium in the chemical industry
(h) show understanding of, and apply the Brønsted-Lowry theory of acids and bases, including the
concept of conjugate acids and conjugate bases
(i) explain qualitatively the differences in behaviour between strong and weak acids and bases in
terms of the extent of dissociation
(j) explain the terms pH; Ka; pKa; Kb; pKb; Kw and apply them in calculations, including the
relationship Kw = KaKb
(k) calculate [H+(aq)] and pH values for strong acids, weak monobasic (monoprotic) acids, strong
bases, and weak monoacidic bases
(l) explain the choice of suitable indicators for acid-base titrations, given appropriate data
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(m) describe the changes in pH during acid-base titrations and explain these changes in terms of
the strengths of the acids and bases
(ii) describe and explain their uses, including the role of H2CO3/HCO3– in controlling pH in
blood
(p) show understanding of, and apply, the concept of solubility product, Ksp
8. REACTION KINETICS
Content
Learning Outcomes
(a) explain and use the terms: rate of reaction; rate equation; order of reaction; rate constant; half-
life of a reaction; rate-determining step; activation energy; catalysis
(b) construct and use rate equations of the form rate = k[A]m[B]n (limited to simple cases of single-
step reactions and of multi-step processes with a rate-determining step, for which m and n are
0, 1 or 2), including:
(ii) justifying, for zero- and first-order reactions, the order of reaction from concentration-time
graphs
(iii) verifying that a suggested reaction mechanism is consistent with the observed kinetics
(iv) predicting the order that would result from a given reaction mechanism
(c) (i) show understanding that the half-life of a first-order reaction is independent of
concentration
(e) devise a suitable experimental technique for studying the rate of a reaction, from given
information
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(f) explain qualitatively, in terms of collisions, the effect of concentration changes on the rate of a
reaction
(g) show understanding, including reference to the Boltzmann distribution, of what is meant by the
term activation energy
(h) explain qualitatively, in terms both of the Boltzmann distribution and of collision frequency, the
effect of temperature change on a rate constant (and hence, on the rate) of a reaction
(i) (i) explain that, in the presence of a catalyst, a reaction has a different mechanism, i.e. one
of lower activation energy, giving a larger rate constant
(ii) interpret this catalytic effect on a rate constant in terms of the Boltzmann distribution
(j) outline the different modes of action of homogeneous and heterogeneous catalysis, including:
(ii) the catalytic removal of oxides of nitrogen in the exhaust gases from car engines
(see also Section 10.2)
(iii) the catalytic role of atmospheric oxides of nitrogen in the oxidation of atmospheric sulfur
dioxide
(k) describe enzymes as biological catalysts which may have specific activity
(l) explain the relationship between substrate concentration and the rate of an enzyme-catalysed
reaction in biochemical systems
9. INORGANIC CHEMISTRY
Preamble
be concerned primarily with aspects of selected ranges of elements and their compounds;
apply unifying themes to inorganic chemistry, such as atomic structure (Section 2), chemical
bonding (Section 3), redox (Section 6), the reactions of ions, acid-base behaviour, precipitation
(Section 7) and complexing behaviour (Section 9.4), where appropriate;
include:
• the representation of reactions by means of balanced equations (molecular and/or ionic
equations, together with state symbols);
• the interpretation of redox reactions in terms of changes in oxidation state of the species
involved;
• the prediction of the feasibility of reactions from E values;
• the interpretation of chemical reactions in terms of ionic equilibria;
• the interpretation of chemical reactions in terms of the formation of complex ions.
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Content
• Periodicity of physical properties of the elements: variation with proton number across the third
period (sodium to argon) of:
(i) atomic radius and ionic radius
(ii) melting point
(iii) electrical conductivity
(iv) ionisation energy
Learning Outcomes
Candidates should, for the third period (sodium to argon), be able to:
(a) describe qualitatively (and indicate the periodicity in) the variations in atomic radius, ionic
radius, melting point and electrical conductivity of the elements (see the Data Booklet)
(b) explain qualitatively the variation in atomic radius and ionic radius
(c) interpret the variation in melting point and in electrical conductivity in terms of the presence of
simple molecular, giant molecular or metallic bonding in the elements
(e) describe the reactions, if any, of the elements with oxygen (to give Na2O; MgO; Al2O3; P4O6;
P4O10; SO2; SO3), and chlorine (to give NaCl; MgCl2; AlCl3; SiCl4; PCl3; PCl5)
(f) state and explain the variation in oxidation number of the oxides and chlorides
(h) describe and explain the acid/base behaviour of oxides and hydroxides, including, where
relevant, amphoteric behaviour in reaction with sodium hydroxide (only) and acids
(i) describe and explain the reactions of the chlorides with water
(j) interpret the variations and trends in (f), (g), (h), and (i) in terms of bonding and
electronegativity
(k) suggest the types of chemical bonding present in chlorides and oxides from observations of
their chemical and physical properties
(l) predict the characteristic properties of an element in a given Group by using knowledge of
chemical periodicity
(m) deduce the nature, possible position in the Periodic Table, and identity of unknown elements
from given information of physical and chemical properties
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9.2 GROUP II
Content
• Similarities and trends in the properties of the Group II metals magnesium to barium and their
compounds
Learning Outcomes
(a) describe the reactions of the elements with oxygen and water
(c) interpret and explain qualitatively the trend in the thermal stability of the nitrates in terms of the
charge density of the cation and the polarisability of the large anion
(d) interpret, and make predictions from, the trends in physical and chemical properties of the
elements and their compounds
Content
• The similarities and trends in the physical and chemical properties of chlorine, bromine and iodine
(i) Characteristic physical properties
(ii) The relative reactivity of the elements as oxidising agents
(iii) Some reactions of the halide ions
(iv) The reactions of chlorine with aqueous sodium hydroxide
Learning Outcomes
(a) describe the trends in volatility and colour of chlorine, bromine and iodine
(b) analyse the volatility of the elements in terms of van der Waals’ forces
(c) describe and deduce from E values the relative reactivity of the elements as oxidising agents
(d) describe and explain the reactions of the elements with hydrogen
(e) (i) describe and explain the relative thermal stabilities of the hydrides,
(g) describe and analyse in terms of changes of oxidation number the reaction of chlorine with
cold, and with hot, aqueous sodium hydroxide
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Content
• General physical and characteristic chemical properties of the first set of transition elements,
titanium to copper
• Colour of complexes
Learning Outcomes
(a) explain what is meant by a transition element, in terms of d-block elements forming one or
more stable ions with incomplete d orbitals
(b) state the electronic configuration of a first row transition element and of its ions
(c) state that the atomic radii, ionic radii and first ionisation energies of the transition elements are
relatively invariant
(d) contrast, qualitatively, the melting point; density; atomic radius; ionic radius; first ionisation
energy and conductivity of the transition elements with those of calcium as a typical s-block
element
(e) describe the tendency of transition elements to have variable oxidation states
(f) predict from a given electronic configuration, the likely oxidation states of a transition element
– –
(g) describe and explain the use of Fe3+/Fe2+, MnO4 /Mn2+ and Cr2O72 /Cr3+ as examples of redox
systems (see also Section 6)
(h) (i) explain the reactions of transition elements with ligands to form complexes, including the
complexes of copper(ΙΙ) ions with water and ammonia
(ii) describe the formation, and state the colour of, these complexes
(j) explain qualitatively that ligand exchange may occur, including CO/O2 in haemoglobin
(k) explain how some transition elements and/or their compounds can act as catalysts (see also
8(j))
(l) explain, in terms of d orbital splitting, why transition element complexes are usually coloured
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Preamble
Although there are features of organic chemistry topics that are distinctive, it is intended that
appropriate cross-references with other sections/topics in the syllabus should be made.
In their study of organic chemistry, candidates may wish to group the organic reactions in terms of the
mechanisms in the syllabus where possible. Candidates may wish to compare and contrast the
different mechanisms.
When describing preparative reactions, candidates will be expected to quote the reagents, e.g.
aqueous NaOH, the essential practical conditions, e.g. reflux, and the identity of each of the major
products. Detailed knowledge of practical procedures is not required: however, candidates may be
expected to suggest (from their knowledge of the reagents, essential conditions and products) what
steps may be needed to purify/extract a required product from the reaction mixture. In equations for
organic redox reactions, the symbols [O] and [H] are acceptable.
In each of the sections below, 10.1 to 10.7, candidates will be expected to be able to predict the
reaction products of a given compound in reactions that are chemically similar to those specified.
Content
Structural formulae
In candidates’ answers, an acceptable response to a request for a structural formula will be to give the
minimal detail, using conventional groups, for an unambiguous structure, e.g. CH3CH2CH2OH for
propan-1-ol, not C3H7OH.
Displayed formulae
A displayed formula should show both the relative placing of atoms and the number of bonds between
them, e.g.
H
O
H C C
O H
H for ethanoic acid.
Skeletal formulae
A skeletal formula is a simplified representation of an organic formula. It is derived from the structural
formula by removing hydrogen atoms (and their associated bonds) and carbon atoms from alkyl
chains, leaving just the carbon-carbon bonds in the carbon skeleton and the associated functional
groups.
Skeletal or partial-skeletal representations may be used in question papers and are acceptable in
candidates’ answers where they are unambiguous.
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The skeletal formula for butan-2-ol and a partial-skeletal formula for cholesterol are shown below.
Optical Isomers
When drawing a pair of optical isomers, candidates should indicate the three-dimensional structures
according to the convention used in the example below.
CH 3 CH 3
C C
HO H H OH
CO2H CO2H
mirror plane
Learning Outcomes
(a) interpret, and use the nomenclature, general formulae and displayed formulae of the following
classes of compound:
(b) interpret, and use the following terminology associated with organic reactions:
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[in equations for organic redox reactions, the symbols [O] and [H] are acceptable]
(c) describe sp3 hybridisation, as in ethane molecule, sp2 hybridisation, as in ethene and benzene
molecules, and sp hybridisation, as in ethyne molecule
(d) explain the shapes of, and bond angles in, the ethane, ethene, benzene, and ethyne molecules
in relation to σ and π carbon-carbon bonds
(e) predict the shapes of, and bond angles in, molecules analogous to those specified in (d)
(g) describe geometrical isomerism in alkenes, and explain its origin in terms of restricted rotation
due to the presence of π bonds
(i) deduce whether a given molecule is optically active based on the presence or absence of chiral
centres and/or a plane of symmetry
(j) recognise that optical isomers have identical physical properties except in the direction in which
they rotate plane-polarised light
(k) recognise that optical isomers have identical chemical properties except in their interactions
with another chiral molecule
(l) recognise that different stereoisomers exhibit different biological properties, for example in drug
action
(m) deduce the possible isomers for an organic molecule of known molecular formula
(n) identify chiral centres and/or geometrical isomerism in a molecule of given structural formula
10.2 HYDROCARBONS
Content
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Learning Outcomes
(a) recognise the general unreactivity of alkanes, including towards polar reagents
(b) describe the chemistry of alkanes as exemplified by the following reactions of ethane:
(i) combustion
(c) describe the mechanism of free-radical substitution at methyl groups with particular reference
to the initiation, propagation and termination reactions
(d) describe the chemistry of alkenes as exemplified, where relevant, by the following reactions of
ethene:
(iii) oxidation by hot, concentrated manganate(VII) ions leading to the rupture of the carbon-
to-carbon double bond in order to determine the position of alkene linkages in larger
molecules
(f) describe the chemistry of arenes as exemplified by the following reactions of benzene and
methylbenzene:
(ii) nitration
(g) (i) describe the mechanism of electrophilic substitution in arenes, using the mono-nitration
of benzene as an example
(ii) describe the effect of the delocalisation of electrons in arenes in such reactions
(h) predict whether halogenation will occur in the side-chain or aromatic nucleus in arenes
depending on reaction conditions
(i) apply the knowledge of positions of substitution in the electrophilic substitution reactions of
mono-substituted arenes
(i) carbon monoxide, oxides of nitrogen and unburnt hydrocarbons arising from the internal
combustion engine and of their catalytic removal
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Content
Learning Outcomes
(b) describe the mechanism of nucleophilic substitutions (by both SN1 and SN2 mechanisms) in
halogenoalkanes
(c) interpret the different reactivities of halogenoalkanes and chlorobenzene with particular
reference to hydrolysis and to the relative strengths of the C-Hal bonds
(d) explain the uses of fluoroalkanes and fluorohalogenoalkanes in terms of their relative chemical
inertness
(e) recognise the concern about the effect of chlorofluoroalkanes (CFCs) on the ozone layer
[the mechanistic details of how CFCs deplete the ozone layer are not required]
Content
Learning Outcomes
(i) combustion
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(b) (i) classify hydroxy compounds into primary, secondary and tertiary alcohols
(c) deduce the presence of a CH3CH(OH)– group in an alcohol from its reaction with alkaline
aqueous iodine to form tri-iodomethane
Content
Learning Outcomes
(a) describe the formation of aldehydes and ketones from, and their reduction to, primary and
secondary alcohols respectively
(b) describe the mechanism of the nucleophilic addition reactions of hydrogen cyanide with
aldehydes and ketones
(c) describe the use of 2,4-dinitrophenylhydrazine (2,4-DNPH) to detect the presence of carbonyl
compounds
(d) deduce the nature (aldehyde or ketone) of an unknown carbonyl compound from the results of
simple tests (i.e. Fehling’s and Tollens’ reagents; ease of oxidation)
(e) describe the reaction of CH3CO– compounds with alkaline aqueous iodine to give
tri-iodomethane
24
9647 H2 CHEMISTRY (2011)
Content
Learning Outcomes
(a) describe the formation of carboxylic acids from alcohols, aldehydes and nitriles
(i) salts
(c) explain the acidity of carboxylic acids and of chlorine-substituted ethanoic acids in terms of their
structures
(e) describe the reactions of acyl chlorides with alcohols, phenols and primary amines
(f) explain the relative ease of hydrolysis of acyl chlorides, alkyl chlorides and aryl chlorides
(g) describe the formation of esters from acyl chlorides, using phenyl benzoate as an example
Content
25
9647 H2 CHEMISTRY (2011)
Learning Outcomes
(a) describe the formation of ethylamine (by nitrile reduction see also Section 10.3) and of
phenylamine (by the reduction of nitrobenzene)
(c) explain the relative basicities of ammonia, ethylamine and phenylamine in terms of their
structures
(e) describe the formation of amides from the reaction between RNH2 and R'COCl
(g) describe the acid/base properties of amino acids and the formation of zwitterions
(h) describe the formation of peptide (amide) bonds between amino acids and, hence, explain
protein formation
(l) recognise that the twenty amino acids that make up all the proteins in the body are α-amino
acids with the general formula RCH(NH2)CO2H, and be able to interpret the properties of
α-amino acids in terms of the nature of the R group
(m) describe the secondary structure of proteins: α-helix and β-pleated sheet and the stabilisation
of these structures by hydrogen bonding
(n) state the importance of the tertiary protein structure and explain the stabilisation of the tertiary
structure with regard to the R groups in the amino acid residues (ionic linkages, disulfide
bridges, hydrogen bonds and van der Waals’ forces)
(o) describe
(p) explain denaturation of proteins by heavy metal ions, extremes of temperature and pH changes
(q) apply the knowledge of the loss and formation of secondary and tertiary structures to interpret
common everyday phenomena
26
9647 H2 CHEMISTRY (2011)
PRACTICAL ASSESSMENT
Scientific subjects are, by their nature, experimental. It is therefore important that, wherever possible,
the candidates carry out appropriate practical work to illustrate the theoretical principles to facilitate
the learning of this subject.
The guidance material for practical work, which is published separately, will provide examples of
appropriate practical activities. These exemplars will provide a guide to the type and complexity of the
exercises for practical assessment.
Skill P will be assessed in Paper 2. Candidates will be required to answer a question constituting 12
marks among the compulsory questions in Paper 2. The assessment of Skill P will be set in the
context of the content syllabus, requiring candidates to apply and integrate knowledge and
understanding from different sections of the syllabus. It may also require treatment of given
experimental data in drawing relevant conclusion and analysis of proposed plan.
For school candidates, skills MMO, PDO and ACE will be assessed by two school-based
assessments (SPA). For private candidates, skills MMO, PDO and ACE will instead be assessed by
Paper 5 (Practical Paper). The school-based practical assessments and the practical paper will be
set in the context of the syllabus.
27
9647 H2 CHEMISTRY (2011)
Centres will be notified in advance of the details of the apparatus and materials required for these
assessments. The assessment of PDO and ACE may also include questions on data analysis, which
do not require practical equipment and apparatus.
Within the Schemes of Assessment, school-based practical assessment (for school candidates) or the
practical paper (for private candidates) constitute 15% of the Higher 2 examination. The planning
component in Paper 2 constitutes 5% of the Higher 2 examination. It is therefore recommended that
the schemes of work include learning opportunities that apportion a commensurate amount of time for
the development and acquisition of practical skills.
28
9647 H2 CHEMISTRY (2011)
NaOH(aq) NH3(aq)
aluminium, white ppt. white ppt.
Al3+(aq) soluble in excess insoluble in excess
ammonium, ammonia produced on
NH4+(aq) heating
barium, no ppt. no ppt.
Ba2+(aq) (if reagents are pure)
calcium, white. ppt. with high no ppt.
Ca2+(aq) [Ca2+(aq)]
chromium(III), grey-green ppt. soluble in grey-green ppt.
Cr3+(aq) excess giving dark green insoluble in excess
solution
copper(II), pale blue ppt. blue ppt. soluble in excess
Cu2+(aq), insoluble in excess giving dark blue solution
iron(II), green ppt. green ppt.
Fe2+(aq) insoluble in excess insoluble in excess
iron(III), red-brown ppt. red-brown ppt.
Fe3+(aq) insoluble in excess insoluble in excess
lead(II), white ppt. white ppt.
Pb2+(aq) soluble in excess insoluble in excess
magnesium, white ppt. white ppt.
Mg2+(aq) insoluble in excess insoluble in excess
manganese(II), off-white ppt. off-white ppt.
Mn2+(aq) insoluble in excess insoluble in excess
zinc, white ppt. white ppt.
Zn2+(aq) soluble in excess soluble in excess
[Lead(II) ions can be distinguished from aluminium ions by the insolubility of lead(II) chloride.]
29
9647 H2 CHEMISTRY (2011)
2 Reactions of anions
ion reaction
carbonate, CO2 liberated by dilute acids
CO32–
chromate(VI), yellow solution turns orange with H+(aq);
CrO42–(aq) gives yellow ppt. with Ba2+(aq);
gives bright yellow ppt. with Pb2+(aq)
chloride, gives white ppt. with Ag+(aq) (soluble in NH3(aq));
Cl –(aq) gives white ppt. with Pb2+(aq)
bromide, gives pale cream ppt. with Ag+(aq) (partially soluble in
Br–(aq) NH3(aq));
gives white ppt. with Pb2+(aq)
iodide, gives yellow ppt. with Ag+(aq) (insoluble in NH3(aq));
I–(aq) gives yellow ppt. with Pb2+(aq)
nitrate, NH3 liberated on heating with OH–(aq) and Al foil
NO3–(aq)
nitrite, NH3 liberated on heating with OH–(aq) and Al foil;
NO2–(aq) NO liberated by dilute acids
(colourless NO → (pale) brown NO2 in air)
sulfate, gives white ppt. with Ba2+(aq) or with Pb2+(aq) (insoluble in
SO42–(aq) excess dilute strong acids)
sulfite, SO2 liberated with dilute acids;
SO32–(aq) gives white ppt. with Ba2+(aq) (soluble in dilute strong acids)
30
9647 H2 CHEMISTRY (2011)
Base quantities
mass m kg, g
length l m
time t s
electric current I A
thermodynamic temperature T K
amount of substance n mol
Other quantities
temperature θ, t °C
volume V, v m3, dm3
density ρ kg m–3, g dm–3, g cm–3
pressure p Pa
frequency v, f Hz
wavelength λ m, mm, nm
speed of electromagnetic waves c m s–1
Planck constant h Js
electric potential difference V V
(standard)
electrode
redox } potential (E ) E V
electromotive force E V
molar gas constant R J K–1 mol–1
half-life T½, t½ s
atomic mass ma kg
relative { atomic
isotopic } mass Ar –
molecular mass m g
relative molecular mass Mr –
molar mass M g mol–1
nucleon number A –
proton number Z –
neutron number N –
number of molecules N –
number of molecules per unit volume n m–3
Avogadro constant L mol–1
Faraday constant F C mol–1
enthalpy change of reaction ∆H J, kJ
standard enthalpy change of reaction ∆H J mol–1, kJ mol–1
ionisation energy I kJ mol–1
lattice energy – kJ mol–1
bond energy – kJ mol–1
electron affinity – kJ mol–1
rate constant k as appropriate
equilibrium constant K, Kp, Kc as appropriate
acid dissociation constant Ka mol dm–3
base dissociation constant Kb mol dm–3
order of reaction n, m –
mole fraction x –
concentration c mol dm–3
partition coefficient K –
ionic product, solubility product K, Ksp, as appropriate
ionic product of water Kw mol2 dm–6
pH pH –
31
9647 H2 CHEMISTRY (2011)
MATHEMATICAL REQUIREMENTS
Calculators
Any calculator used must be on the Singapore Examinations and Assessment Board list of approved
calculators.
32
9647 H2 CHEMISTRY (2011)
GLOSSARY OF TERMS
It is hoped that the glossary (which is relevant only to science subjects) will prove helpful to candidates as
a guide, i.e. it is neither exhaustive nor definitive. The glossary has been deliberately kept brief not only
with respect to the number of terms included but also to the descriptions of their meanings. Candidates
should appreciate that the meaning of a term must depend in part on its context.
1. Define (the term(s)...) is intended literally, only a formal statement or equivalent paraphrase being
required.
2. What do you understand by/What is meant by (the term(s)...) normally implies that a definition
should be given, together with some relevant comment on the significance or context of the term(s)
concerned, especially where two or more terms are included in the question. The amount of
supplementary comment intended should be interpreted in the light of the indicated mark value.
3. State implies a concise answer with little or no supporting argument, e.g. a numerical answer that
can be obtained ‘by inspection’.
4. List requires a number of points, generally each of one word, with no elaboration. Where a given
number of points is specified, this should not be exceeded.
5. Explain may imply reasoning or some reference to theory, depending on the context.
6. Describe requires candidates to state in words (using diagrams where appropriate) the main points
of the topic. It is often used with reference either to particular phenomena or to particular
experiments. In the former instance, the term usually implies that the answer should include
reference to (visual) observations associated with the phenomena.
In other contexts, describe and give an account of should be interpreted more generally, i.e. the
candidate has greater discretion about the nature and the organisation of the material to be included
in the answer. Describe and explain may be coupled in a similar way to state and explain.
7. Discuss requires candidates to give a critical account of the points involved in the topic.
9. Predict implies that the candidate is not expected to produce the required answer by recall but by
making a logical connection between other pieces of information. Such information may be wholly
given in the question or may depend on answers extracted in an early part of the question.
10. Deduce is used in a similar way as predict except that some supporting statement is required, e.g.
reference to a law/principle, or the necessary reasoning is to be included in the answer.
11. Comment is intended as an open-ended instruction, inviting candidates to recall or infer points of
interest relevant to the context of the question, taking account of the number of marks available.
12. Suggest is used in two main contexts, i.e. either to imply that there is no unique answer (e.g. in
chemistry, two or more substances may satisfy the given conditions describing an ‘unknown’), or to
imply that candidates are expected to apply their general knowledge to a ‘novel’ situation, one that
may be formally ‘not in the syllabus’.
13. Find is a general term that may variously be interpreted as calculate, measure, determine etc.
14. Calculate is used when a numerical answer is required. In general, working should be shown,
especially where two or more steps are involved.
33
9647 H2 CHEMISTRY (2011)
15. Measure implies that the quantity concerned can be directly obtained from a suitable measuring
instrument, e.g. length, using a rule, or angle, using a protractor.
16. Determine often implies that the quantity concerned cannot be measured directly but is obtained by
calculation, substituting measured or known values of other quantities into a standard formula, e.g.
relative molecular mass.
17. Estimate implies a reasoned order of magnitude statement or calculation of the quantity concerned,
making such simplifying assumptions as may be necessary about points of principle and about the
values of quantities not otherwise included in the question.
18. Sketch, when applied to graph work, implies that the shape and/or position of the curve need only
be qualitatively correct, but candidates should be aware that, depending on the context, some
quantitative aspects may be looked for, e.g. passing through the origin, having an intercept,
asymptote or discontinuity at a particular value.
In diagrams, sketch implies that a simple, freehand drawing is acceptable: nevertheless, care
should be taken over proportions and the clear exposition of important details.
19. Construct is often used in relation to chemical equations where a candidate is expected to write a
balanced equation, not by factual recall but by analogy or by using information in the question.
20. Compare requires candidates to provide both the similarities and differences between things or
concepts.
22. Recognise is often used to identify facts, characteristics or concepts that are critical
(relevant/appropriate) to the understanding of a situation, event, process or phenomenon.
Special Note
Units, significant figures. Candidates should be aware that misuse of units and/or significant figures,
i.e. failure to quote units where necessary, the inclusion of units in quantities defined as ratios or quoting
answers to an inappropriate number of significant figures, is liable to be penalised.
34
9647 H2 CHEMISTRY (2011)
BLANK PAGE
35
9647 H2 CHEMISTRY (2011)
for
Chemistry
(Advanced Level)
for use in all papers for the H1, H2, H3 Chemistry syllabuses
36
9647 H2 CHEMISTRY (2011)
1
rest mass of proton, 1H mp = 1.67 x 10–27 kg
37
9647 H2 CHEMISTRY (2011)
Ionisation energies (1st, 2nd, 3rd and 4th) of selected elements, in kJ mol–1
Proton
Number First Second Third Fourth
H 1 1310 - - -
He 2 2370 5250 - -
Li 3 519 7300 11800 -
Be 4 900 1760 14800 21000
B 5 799 2420 3660 25000
C 6 1090 2350 4610 6220
N 7 1400 2860 4590 7480
O 8 1310 3390 5320 7450
F 9 1680 3370 6040 8410
Ne 10 2080 3950 6150 9290
Na 11 494 4560 6940 9540
Mg 12 736 1450 7740 10500
Al 13 577 1820 2740 11600
Si 14 786 1580 3230 4360
P 15 1060 1900 2920 4960
S 16 1000 2260 3390 4540
Cl 17 1260 2300 3850 5150
Ar 18 1520 2660 3950 5770
K 19 418 3070 4600 5860
Ca 20 590 1150 4940 6480
Sc 21 632 1240 2390 7110
Ti 22 661 1310 2720 4170
V 23 648 1370 2870 4600
Cr 24 653 1590 2990 4770
Mn 25 716 1510 3250 5190
Fe 26 762 1560 2960 5400
Co 27 757 1640 3230 5100
Ni 28 736 1750 3390 5400
Cu 29 745 1960 3350 5690
Zn 30 908 1730 3828 5980
Ga 31 577 1980 2960 6190
Ge 32 762 1540 3300 4390
Br 35 1140 2080 3460 4850
Sr 38 548 1060 4120 5440
Sn 50 707 1410 2940 3930
I 53 1010 1840 2040 4030
Ba 56 502 966 3390 -
Pb 82 716 1450 3080 4080
38
9647 H2 CHEMISTRY (2011)
Bond energies
39
9647 H2 CHEMISTRY (2011)
Electrode reaction E /V
Ag+ + e– Ag +0.80
3+ –
Al + 3e Al –1.66
2+ –
Ba + 2e Ba –2.90
– –
Br2 + 2e 2Br +1.07
2+ –
Ca + 2e Ca –2.87
– –
Cl2 + 2e 2Cl +1.36
+ –
2HOCl + 2H + 2e Cl2 + 2H2O +1.64
2+ –
Co + 2e Co –0.28
3+ – 2+
Co +e Co +1.82
2+ –
[Co(NH3)6] + 2e Co + 6NH3 –0.43
2+ –
Cr + 2e Cr –0.91
3+ –
Cr + 3e Cr –0.74
3+ – 2+
Cr +e Cr –0.41
Cr2O72– +
+ 14H + 6e –
3+
2Cr + 7H2O +1.33
+ –
Cu + e Cu +0.52
2+ –
Cu + 2e Cu +0.34
2+ – +
Cu +e Cu +0.15
2+ –
[Cu(NH3)4] + 2e Cu + 4NH3 –0.05
– –
F2 + 2e 2F +2.87
2+ –
Fe + 2e Fe –0.44
3+ –
Fe + 3e Fe –0.04
3+ – 2+
Fe +e Fe +0.77
3– – 4–
[Fe(CN)6] + e [Fe(CN)6] +0.36
– –
Fe(OH)3 + e Fe(OH)2 + OH –0.56
+ –
2H + 2e H2 0.00
– –
I2 + 2e 2I +0.54
+ –
K +e K –2.92
+ –
Li + e Li –3.04
2+ –
Mg + 2e Mg –2.38
2+ –
Mn + 2e Mn –1.18
3+ – 2+
Mn +e Mn +1.49
+ – 2+
MnO2 + 4H + 2e Mn + 2H2O +1.23
MnO4– +e –
MnO42– +0.56
MnO4– +
+ 4H + 3e –
MnO2 + 2H2O +1.67
MnO4– +
+ 8H + 5e –
Mn 2+
+ 4H2O +1.52
NO3– + 2H + e + –
NO2 + H2O +0.81
40
9647 H2 CHEMISTRY (2011)
All ionic states refer to aqueous ions but other state symbols have been omitted.
41
9647 H2 CHEMISTRY (2011)
42
9647 H2 CHEMISTRY (2011)
(b) Group II
metallic Be 0.112 Be2+ 0.031
Mg 0.160 Mg2+ 0.065
Ca 0.197 Ca2+ 0.099
Sr 0.215 Sr2+ 0.113
Ba 0.217 Ba2+ 0.135
Ra 0.220 Ra2+ 0.140
(c) Group IV
single covalent C 0.077
Si 0.117 Si4+ 0.041
Ge 0.122 Ge2+ 0.093
43
9647 H2 CHEMISTRY (2011)
Characteristic values for infra-red absorption (due to stretching vibrations in organic molecules).
Characteristic ranges
Wavenumber
(reciprocal wavelength)
Bond /cm–1
44
9647 H2 CHEMISTRY (2011)
45
The Periodic Table of the Elements
Group
I II III IV V VI VII 0
1.0 4.0
H He
hydrogen helium
Key 1 2
6.9 9.0 relative atomic mass 10.8 12.0 14.0 16.0 19.0 20.2
Li Be atomic symbol B C N O F Ne
lithium beryllium name boron carbon nitrogen oxygen fluorine neon
3 4 atomic number 5 6 7 8 9 10
23.0 24.3 27.0 28.1 31.0 32.1 35.5 39.9
Na Mg Al Si P S Cl Ar
sodium magnesium aluminium silicon phosphorus sulfur chlorine argon
11 12 13 14 15 16 17 18
39.1 40.1 45.0 47.9 50.9 52.0 54.9 55.8 58.9 58.7 63.5 65.4 69.7 72.6 74.9 79.0 79.9 83.8
K Ca Sc Ti V Cr Mn Fe Co Ni Cu Zn Ga Ge As Se Br Kr
potassium calcium scandium titanium vanadium chromium manganese iron cobalt nickel copper zinc gallium germanium arsenic selenium bromine krypton
19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36
85.5 87.6 88.9 91.2 92.9 95.9 – 101 103 106 108 112 115 119 122 128 127 131
Rb Sr Y Zr Nb Mo Tc Ru Rh Pd Ag Cd In Sn Sb Te I Xe
46
rubidium strontium yttrium zirconium niobium molybdenum technetium ruthenium rhodium palladium silver cadmium indium tin antimony tellurium iodine xenon
37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54
133 137 139 178 181 184 186 190 192 195 197 201 204 207 209 – – –
Cs Ba La Hf Ta W Re Os Ir Pt Au Hg Tl Pb Bi Po At Rn
caesium barium lanthanum hafnium tantalum tungsten rhenium osmium iridium platinum gold mercury thallium lead bismuth polonium astatine radon
55 56 57 * 72 73 74 75 76 77 78 79 80 81 82 83 84 85 86
– – – – – – – – – – – – – – –
Fr Ra Ac Rf Db Sg Bh Hs Mt Unu Uuu Uub Uuq Uuh Uuo
francium radium actinium * rutherfordium dubnium seaborgium bohrium hassium meitnerium ununnilium unununium ununbium ununquadium ununhexium ununoctium
87 88 89 * 104 105 106 107 108 109 110 111 112 114 116 118
140 141 144 – 150 152 157 159 163 165 167 169 173 175
Ce Pr Nd Pm Sm Eu Gd Tb Dy Ho Er Tm Yb Lu
lanthanides
* cerium praseodymium neodymium promethium samarium europium gadolinium terbium dysprosium holmium erbium thulium ytterbium lutetium
58 59 60 61 62 63 64 65 66 67 68 69 70 71
– – – – – – – – – – – – – –
Th Pa U Np Pu Am Cm Bk Cf Es Fm Md No Lw
actinides *
thorium protactinium uranium neptunium plutonium americium curium berkelium californium einsteinium fermium mendelevium nobelium lawrencium
* 90 91 92 93 94 95 96 97 98 99 100 101 102 103
9647 H2 CHEMISTRY (2011)
TEXTBOOKS
Teachers may find reference to the following books helpful.
Chemistry for Advanced Level by P. Cann & P. Hughes, published by John Murray
Understanding Chemistry for Advanced Level (3rd Edition), by T. Lister & J. Renshaw,
published by Nelson Thornes
Chemistry in Context (5th Edition) by Hill & Holman, published by Nelson Thornes
Chemistry in Context Laboratory Manual and Study Guide (5th Edition) by Hill & Holman,
published by Nelson Thornes
Experiments and Exercises in Basic Chemistry (5th Edition) by S. Murov & B. Stedjee,
published by John Wiley
These titles represent some of the texts available at the time of printing this booklet.
Teachers are encouraged to choose texts for class use which they feel will be of interest to their
students and will support their own teaching style.
Many publishers are also producing videos and software appropriate for A-level Chemistry students.
47