Chem A2 Week 2 Test
Chem A2 Week 2 Test
Chem A2 Week 2 Test
*6340228845*
CHEMISTRY9701/41
Paper 4 A Level Structured Questions October/November 2020
2 hours
INSTRUCTIONS
● Answer all questions.
● Use a black or dark blue pen. You may use an HB pencil for any diagrams or graphs.
● Write your name, centre number and candidate number in the boxes at the top of the page.
● Write your answer to each question in the space provided.
● Do not use an erasable pen or correction fluid.
● Do not write on any bar codes.
● You may use a calculator.
● You should show all your working, use appropriate units and use an appropriate number of significant
figures.
INFORMATION
● The total mark for this paper is 100.
● The number of marks for each question or part question is shown in brackets [ ].
IB20 11_9701_41/FP
© UCLES 2020 [Turn over
2
1 Nitrogen monoxide, NO, reacts with oxygen to form nitrogen dioxide, NO2.
rate = k[NO]2[O2]
(b) Two separate experiments are carried out at 30 °C to determine the rate of the forward reaction.
experiment [NO] / mol dm–3 [O2] / mol dm–3 rate / mol dm–3 s–1
1 0.00300 0.00200 1.51 × 10–4
2 0.00500 6.05 × 10–5
(i) Use the data for experiment 1 to calculate the value of the rate constant, k. State the units
of k.
............................................................................................................................................... [1]
The rate equation for the reaction in the absence of any catalyst is shown.
rate = k[S2O82–][I–]
(i) Suggest equations for a two-step mechanism for this reaction, stating which of the two
steps is the rate-determining step.
step 1 ...................................................................................................................................
step 2 ...................................................................................................................................
(ii) A large excess of peroxodisulfate ions is mixed with iodide ions. Immediately after mixing,
[I–] = 0.00780 mol dm–3. Under the conditions used, the half-life of [I–] is 48 seconds.
Calculate the iodide ion concentration 192 seconds after the peroxodisulfate and iodide
ions are mixed.
[Total: 8]
..............................................................................................................................................
..............................................................................................................................................
........................................................................................................................................ [2]
(ii) Explain why the lattice energy of CaO is more exothermic than the lattice energy of LiF.
..............................................................................................................................................
..............................................................................................................................................
........................................................................................................................................ [1]
(iii) Use the data in the table to estimate approximate values for the lattice energies of
magnesium oxide and barium oxide.
(b) (i) Write an equation for the reaction between BaO and H2O.
Include state symbols.
........................................................................................................................................ [1]
(ii) State and explain how the solubilities of the hydroxides of the Group 2 elements vary
down the group.
..............................................................................................................................................
..............................................................................................................................................
..............................................................................................................................................
..............................................................................................................................................
..............................................................................................................................................
..............................................................................................................................................
........................................................................................................................................ [4]
(c) Use the following data and relevant data from the Data Booklet to calculate a value for the
lattice energy of magnesium fluoride, MgF2(s).
..............................................................................................................................................
........................................................................................................................................ [2]
Suggest an explanation for the difference between the electron affinity of fluorine and the
electron affinity of carbon.
..............................................................................................................................................
..............................................................................................................................................
..............................................................................................................................................
........................................................................................................................................ [1]
[Total: 15]
3 (a) Identify the substances liberated at the anode and at the cathode during the electrolysis of
aqueous sodium sulfate, Na2SO4(aq).
anode ..........................................................................................................................................
cathode .......................................................................................................................................
[1]
(b) When molten sodium chloride is electrolysed, chlorine is liberated at the anode and sodium is
liberated at the cathode.
A sample of molten sodium chloride is electrolysed for 1.50 hours using a current of 4.50 A.
Calculate the volume of chlorine and the mass of sodium that are liberated under room
conditions.
(c) The equation representing the standard electrode potential, E o, for the reduction of MnO4–(aq)
to Mn2+(aq) in acid solution is given.
(i) Draw a diagram of the apparatus that would be used to measure the E o value of this
half-cell. Your diagram should be fully labelled to identify all apparatus, substances and
conditions.
[4]
(ii) Use the Data Booklet to identify a substance that could be used to oxidise Mn2+ ions to
MnO4– ions under standard conditions.
..............................................................................................................................................
..............................................................................................................................................
........................................................................................................................................ [2]
[Total: 11]
4 (a) (i) Give the mathematical expression for each of the terms pH and Kw.
pH = .....................................................................................................................................
Kw = ......................................................................................................................................
[2]
pH = .............................. [1]
(b) The Ka value of chloric(I) acid, HCl O, is 3.72 × 10–8 mol dm–3.
pH = .............................. [1]
(i) Calculate the partition coefficient, Kpc, for ethanamide in water and octan‑1‑ol.
(ii) The 50.0 cm3 of water containing 0.935 g of ethanamide is then shaken with 100.0 cm3 of
pure octan‑1‑ol under the same conditions.
Calculate the mass of ethanamide that is dissolved in the 100.0 cm3 of octan‑1‑ol at
equilibrium.
[Total: 7]
Kstab =
[1]
........................................................................................................................................ [1]
The solution of [Cu(NH3)4]2+ is heated gently in a fume cupboard so that NH3 is released. Some NH3
remains in solution and some forms NH3 gas. The colour of the solution changes; a precipitate of
Cu(OH)2 forms and is collected.
A sample of Cu(OH)2 is added to concentrated hydrochloric acid. A reaction takes place forming a
coloured copper complex, Y.
A sample of Cu(OH)2 is added to dilute sulfuric acid. A reaction takes place forming a coloured
copper complex, Z.
(b) Suggest an equation for the reaction of [Cu(NH3)4]2+ to form Cu(OH)2 as the aqueous solution
of [Cu(NH3)4]2+ is heated.
............................................................................................................................................... [1]
(c)
Suggest an equation for the reaction of Cu(OH)2 with concentrated hydrochloric acid, forming Y.
............................................................................................................................................... [2]
(d) Complete the table with the colour and geometry of complex Y and the colour, geometry and
formula of complex Z.
Y Z
colour of complex
geometry of complex
formula of complex
[2]
(e) Explain why complexes Y and Z are coloured and why their colours are different.
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
............................................................................................................................................... [5]
[Total: 12]
6 (a)
When 1.0 mol dm–3 Na2S2O3(aq) is added to a solution containing Ag+(aq) ions, a linear complex,
P, is formed. S2O32– ions are present in P as monodentate ligands.
..............................................................................................................................................
........................................................................................................................................ [2]
........................................................................................................................................ [1]
(b) When 1.0 mol dm–3 NaCN(aq) is added to a solution of P, a mixture which includes a second
linear complex, Q, is formed. In this mixture the concentration of Q is much greater than the
concentration of P.
(i) Write an equation for the reaction that occurs when NaCN(aq) is added to a solution of P.
........................................................................................................................................ [1]
(ii) Suggest a reason why the concentration of Q is much greater than the concentration of P
in the mixture.
..............................................................................................................................................
..............................................................................................................................................
........................................................................................................................................ [1]
........................................................................................................................................ [1]
(c) Platinum forms a complex ion with the formula [Pt(CN)2Cl 2]2–. In this complex ion the carbon
atom of each CN– ligand bonds to the platinum ion. This complex shows stereoisomerism.
Pt Pt
[1]
........................................................................................................................................ [1]
........................................................................................................................................ [1]
[Total: 9]
.....................................................................................................................................................
............................................................................................................................................... [2]
(b) Phenol reacts with dilute aqueous nitric acid under room conditions to give a mixture of two
isomeric products with molecular formula C6H5NO3.
Use the Data Booklet to draw the structural formulae of these two products in the boxes and
name each product.
(i) Draw and name the organic product of this reaction in the box.
name ...................................
[2]
(ii) Describe two visual observations that can be made when phenol reacts with an excess of
aqueous bromine.
observation 1 .......................................................................................................................
observation 2 .......................................................................................................................
[1]
(d) Write an equation for a neutralisation reaction in which phenol behaves as an acid.
............................................................................................................................................... [1]
Place these three compounds in order of acidity, starting with the most acidic.
Explain your answer.
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
[3]
[Total: 11]
(a) Benzene reacts with bromine, in the presence of a suitable catalyst, forming bromobenzene as
one product.
(i) Give the name or formula of the other product of this reaction.
........................................................................................................................................ [1]
(ii) In the presence of the catalyst, bromine can be considered to form the electrophile Br+.
Complete the mechanism by which benzene reacts with Br+, using curly arrows to show
the movement of electron pairs.
Br+ Br
+ H+
intermediate
[2]
........................................................................................................................................ [1]
(b) Benzene can be used as a starting material in the synthesis of cyclohexylmethanol, C6H11CH2OH,
as outlined below.
CH2CH3
step 1 step 2
A
KMnO4
+
OH–(aq)
benzene heat step 3
CH2OH CH2OH
step 4
cyclohexylmethanol
reagent ................................................................................................................................
catalyst ................................................................................................................................
[2]
[1]
step 3 ...................................................................................................................................
step 4 ...................................................................................................................................
[2]
(iv) Deduce the number of peaks in the carbon‑13 NMR spectrum of cyclohexylmethanol.
........................................................................................................................................ [1]
[Total: 10]
9 The proton NMR spectrum of compound E in the solvent CDCl 3 is shown. The molecular formula
of compound E is C9H10O2.
5
2
11 10 9 8 7 6 5 4 3 2 1 0
δ / ppm
............................................................................................................................................... [1]
(b) Explain why TMS is added to give the small peak at chemical shift δ = 0.
............................................................................................................................................... [1]
(c) Compound E is hydrolysed by hot NaOH(aq), giving two organic products only. One of these
products is ethanol.
............................................................................................................................................... [1]
(d) (i) Describe and explain the splitting patterns of the peaks at δ = 1.4 and δ = 4.3.
(ii) Each molecule of compound E contains five protons which give rise to the peaks between
δ = 7.0 and δ = 8.5.
........................................................................................................................................ [1]
[1]
(e) The mass spectrum of compound E includes fragment ions with m/e values of 29 and 77.
[Total: 9]
10 (a) The table shows three pairs of monomers that are capable of polymerisation.
O O
C C and HO OH
Cl Cl
(b)
2‑aminopropanoic acid, CH3CH(NH2)CO2H, can polymerise under suitable conditions. No
other monomer is involved in this reaction.
(i) Draw a section of the polymer chain formed including three monomer residues. Clearly
identify one repeat unit on your diagram.
[3]
........................................................................................................................................ [1]
(ii) The hardener is a diamine. A diamine has an alkyl chain with two amine groups which are
not bonded to the same carbon atom.
Draw the structural formula of a compound that would make a suitable hardener.
[1]
[Total: 8]
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To avoid the issue of disclosure of answer-related information to candidates, all copyright acknowledgements are reproduced online in the Cambridge
Assessment International Education Copyright Acknowledgements Booklet. This is produced for each series of examinations and is freely available to download
at www.cambridgeinternational.org after the live examination series.
Cambridge Assessment International Education is part of the Cambridge Assessment Group. Cambridge Assessment is the brand name of the University of
Cambridge Local Examinations Syndicate (UCLES), which itself is a department of the University of Cambridge.
..............................................................................................................................................
..............................................................................................................................................
........................................................................................................................................ [2]
(ii) Explain why the lattice energy of CaO is more exothermic than the lattice energy of LiF.
..............................................................................................................................................
..............................................................................................................................................
........................................................................................................................................ [1]
(iii) Use the data in the table to estimate approximate values for the lattice energies of
magnesium oxide and barium oxide.
(b) (i) Write an equation for the reaction between BaO and H2O.
Include state symbols.
........................................................................................................................................ [1]
2 (a) Identify the substances liberated at the anode and at the cathode during the electrolysis of
aqueous sodium sulfate, Na2SO4(aq).
anode ..........................................................................................................................................
cathode .......................................................................................................................................
[1]
(b) When molten sodium chloride is electrolysed, chlorine is liberated at the anode and sodium is
liberated at the cathode.
A sample of molten sodium chloride is electrolysed for 1.50 hours using a current of 4.50 A.
Calculate the volume of chlorine and the mass of sodium that are liberated under room
conditions.
(c) The equation representing the standard electrode potential, E o, for the reduction of MnO4–(aq)
to Mn2+(aq) in acid solution is given.
(i) Draw a diagram of the apparatus that would be used to measure the E o value of this
half-cell. Your diagram should be fully labelled to identify all apparatus, substances and
conditions.
[4]
[Total: 9]
3 (a) (i) Give the mathematical expression for each of the terms pH and Kw.
pH = .....................................................................................................................................
Kw = ......................................................................................................................................
[2]
pH = .............................. [1]
(b) The Ka value of chloric(I) acid, HCl O, is 3.72 × 10–8 mol dm–3.
pH = .............................. [1]
(i) Calculate the partition coefficient, Kpc, for ethanamide in water and octan‑1‑ol.
(ii) The 50.0 cm3 of water containing 0.935 g of ethanamide is then shaken with 100.0 cm3 of
pure octan‑1‑ol under the same conditions.
Calculate the mass of ethanamide that is dissolved in the 100.0 cm3 of octan‑1‑ol at
equilibrium.
[Total: 7]
.....................................................................................................................................................
............................................................................................................................................... [2]
(b) Phenol reacts with dilute aqueous nitric acid under room conditions to give a mixture of two
isomeric products with molecular formula C6H5NO3.
Use the Data Booklet to draw the structural formulae of these two products in the boxes and
name each product.
(i) Draw and name the organic product of this reaction in the box.
name ...................................
[2]
(ii) Describe two visual observations that can be made when phenol reacts with an excess of
aqueous bromine.
observation 1 .......................................................................................................................
observation 2 .......................................................................................................................
[1]
(d) Write an equation for a neutralisation reaction in which phenol behaves as an acid.
............................................................................................................................................... [1]
Place these three compounds in order of acidity, starting with the most acidic.
Explain your answer.
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
[3]
[Total: 11]
(a) Benzene reacts with bromine, in the presence of a suitable catalyst, forming bromobenzene as
one product.
(i) Give the name or formula of the other product of this reaction.
........................................................................................................................................ [1]
(ii) In the presence of the catalyst, bromine can be considered to form the electrophile Br+.
Complete the mechanism by which benzene reacts with Br+, using curly arrows to show
the movement of electron pairs.
Br+ Br
+ H+
intermediate
[2]
........................................................................................................................................ [1]
(b) Benzene can be used as a starting material in the synthesis of cyclohexylmethanol, C6H11CH2OH,
as outlined below.
CH2CH3
step 1 step 2
A
KMnO4
+
OH–(aq)
benzene heat step 3
CH2OH CH2OH
step 4
cyclohexylmethanol
reagent ................................................................................................................................
catalyst ................................................................................................................................
[2]
[1]
1 (a) (i) Give the mathematical expression for each of the terms pH and Kw.
pH = .....................................................................................................................................
Kw = ......................................................................................................................................
[2]
pH = .............................. [1]
(b) The Ka value of chloric(I) acid, HCl O, is 3.72 × 10–8 mol dm–3.
pH = .............................. [1]
(i) Calculate the partition coefficient, Kpc, for ethanamide in water and octan‑1‑ol.
(ii) The 50.0 cm3 of water containing 0.935 g of ethanamide is then shaken with 100.0 cm3 of
pure octan‑1‑ol under the same conditions.
Calculate the mass of ethanamide that is dissolved in the 100.0 cm3 of octan‑1‑ol at
equilibrium.
[Total: 7]
1 (a) (i) Give the mathematical expression for each of the terms pH and Kw.
pH = .....................................................................................................................................
Kw = ......................................................................................................................................
[2]
pH = .............................. [1]
(b) The Ka value of chloric(I) acid, HCl O, is 3.72 × 10–8 mol dm–3.
pH = .............................. [1]
(i) Calculate the partition coefficient, Kpc, for ethanamide in water and octan‑1‑ol.
(ii) The 50.0 cm3 of water containing 0.935 g of ethanamide is then shaken with 100.0 cm3 of
pure octan‑1‑ol under the same conditions.
Calculate the mass of ethanamide that is dissolved in the 100.0 cm3 of octan‑1‑ol at
equilibrium.
[Total: 7]
.....................................................................................................................................................
............................................................................................................................................... [2]
(b) Phenol reacts with dilute aqueous nitric acid under room conditions to give a mixture of two
isomeric products with molecular formula C6H5NO3.
Use the Data Booklet to draw the structural formulae of these two products in the boxes and
name each product.
(i) Draw and name the organic product of this reaction in the box.
name ...................................
[2]
(ii) Describe two visual observations that can be made when phenol reacts with an excess of
aqueous bromine.
observation 1 .......................................................................................................................
observation 2 .......................................................................................................................
[1]
(d) Write an equation for a neutralisation reaction in which phenol behaves as an acid.
............................................................................................................................................... [1]
Place these three compounds in order of acidity, starting with the most acidic.
Explain your answer.
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
[3]
[Total: 11]
(a) Benzene reacts with bromine, in the presence of a suitable catalyst, forming bromobenzene as
one product.
(i) Give the name or formula of the other product of this reaction.
........................................................................................................................................ [1]
(ii) In the presence of the catalyst, bromine can be considered to form the electrophile Br+.
Complete the mechanism by which benzene reacts with Br+, using curly arrows to show
the movement of electron pairs.
Br+ Br
+ H+
intermediate
[2]
........................................................................................................................................ [1]
(b) Benzene can be used as a starting material in the synthesis of cyclohexylmethanol, C6H11CH2OH,
as outlined below.
CH2CH3
step 1 step 2
A
KMnO4
+
OH–(aq)
benzene heat step 3
CH2OH CH2OH
step 4
cyclohexylmethanol
reagent ................................................................................................................................
catalyst ................................................................................................................................
[2]
[1]
CHEMISTRY9701/04
Paper 4 A Level Structured Questions For examination from 2022
SPECIMEN PAPER 2 hours
INSTRUCTIONS
● Answer all questions.
● Use a black or dark blue pen. You may use an HB pencil for any diagrams or graphs.
● Write your name, centre number and candidate number in the boxes at the top of the page.
● Write your answer to each question in the space provided.
● Do not use an erasable pen or correction fluid.
● Do not write on any bar codes.
● You may use a calculator.
● You should show all your working and use appropriate units.
INFORMATION
● The total mark for this paper is 100.
● The number of marks for each question or part question is shown in brackets [ ].
● The Periodic Table is printed in the question paper.
● Important values, constants and standards are printed in the question paper.
............................................................................................................................................
............................................................................................................................................
....................................................................................................................................... [2]
Samples are taken from each layer and titrated with dilute hydrochloric acid.
• A 25.0 cm3 sample from the trichloromethane layer requires 13.0 cm3 of 0.100 mol dm–3
HCl to reach the end-point.
• A 10.0 cm3 sample from the aqueous layer requires 12.5 cm3 of 0.100 mol dm–3 HCl to
reach the end-point.
(ii) Calculate the partition coefficient, Kpc, of ammonia between trichloromethane and water.
Show your working.
(iii) Butylamine, C4H9NH2, is also soluble in both water and organic solvents.
Suggest how the numerical value of Kpc of butylamine between trichloromethane and
water would compare to the value of Kpc calculated in (a)(ii). Explain your answer.
............................................................................................................................................
............................................................................................................................................
............................................................................................................................................
....................................................................................................................................... [2]
(b) Butanamide, C3H7CONH2, is much less basic than butylamine. Explain why.
....................................................................................................................................................
............................................................................................................................................... [1]
[Total: 7]
2 The feasibility of a chemical reaction depends on the standard Gibbs free energy change, ∆Gɵ.
This is dependent on the standard enthalpy and entropy changes, and the temperature.
(a) State and explain whether the following processes will lead to an increase or decrease in
entropy.
Table 2.1
............................................................................................................................................
....................................................................................................................................... [1]
(c) Table 2.2 lists values of solubility products, Ksp, of some Group 2 carbonates.
Table 2.2
Deduce the trend in the solubility of the Group 2 carbonates down the group. Justify your
answer using the data given.
....................................................................................................................................................
............................................................................................................................................... [1]
(d) (i) Write an equation to show the equilibrium for the solubility product of MgCO3. Include
state symbols.
(ii) With reference to your equation in (d)(i), suggest what is observed when a few cm3
of concentrated Na2CO3(aq) are added to a saturated solution of MgCO3. Explain your
answer.
............................................................................................................................................
............................................................................................................................................
....................................................................................................................................... [2]
(e) Use the data in Table 2.2 to calculate the solubility of MgCO3 in water at 298 K, in g dm–3.
Show your working.
(f) Describe and explain the variation in the thermal stabilities of the carbonates of the Group 2
elements.
....................................................................................................................................................
....................................................................................................................................................
....................................................................................................................................................
....................................................................................................................................................
............................................................................................................................................... [3]
[Total: 16]
3 (a) The initial rate of the reaction of chlorine dioxide, Cl O2, and fluorine, F2, is measured in a
series of experiments at a constant temperature.
Table 3.1
experiment [Cl O2] / mol dm–3 [F2] / mol dm–3 initial rate /
mol dm–3 s–1
1 0.010 0.060 2.20 × 10–3
2 0.025 0.060 to be calculated
3 to be calculated 0.040 7.04 × 10–3
(i) Explain what is meant by order of reaction with respect to a particular reagent.
............................................................................................................................................
....................................................................................................................................... [1]
(ii) Use the results of experiment 1 to calculate the rate constant, k, for this reaction. Include
the units of k.
(iii) Use the data in Table 3.1 to calculate the initial rate in experiment 2.
(iv) Use the data in Table 3.1 to calculate [Cl O2] in experiment 3.
............................................................................................................................................
....................................................................................................................................... [1]
(ii) The mechanism of the reaction between Cl O2 and F2 has two steps.
step 1 .................................................................................................................................
step 2 .................................................................................................................................
[1]
(iii) State and explain which of the two steps is the rate-determining step.
............................................................................................................................................
....................................................................................................................................... [1]
(c) Describe the effect of temperature change on the rate of a reaction and the rate constant.
....................................................................................................................................................
............................................................................................................................................... [1]
[Total: 9]
conc. HNO3
conc. H2SO4
H NO2 NO2
Fig. 4.1
(i) This reaction also forms an isomer of 4-nitromethylbenzene as a by-product. Draw the
structure of this by-product.
[1]
(ii) Write an equation for the reaction between HNO3 and H2SO4 that forms the electrophile
for this reaction.
....................................................................................................................................... [1]
(iii) Describe how the structure and bonding of the six-membered ring in intermediate T differ
from those in methylbenzene. In your answer refer to the hybridisation, the π bonding
and the bond angles in the ring system.
............................................................................................................................................
............................................................................................................................................
............................................................................................................................................
............................................................................................................................................
............................................................................................................................................
....................................................................................................................................... [3]
4-nitromethylbenzene
CH3 CH3 CH3
step 1 step 2
step 3
benzocaine W
COOCH2CH3 COOH COOH
CH3CH2OH step 4
Fig. 4.2
....................................................................................................................................... [1]
(iv) Suggest the reagents and conditions for step 3 and step 4.
step 3 .................................................................................................................................
step 4 .................................................................................................................................
[2]
(c) A sample of benzocaine was analysed by carbon-13 NMR and proton NMR spectroscopy.
(i) Predict the number of peaks in the carbon-13 NMR spectrum of benzocaine.
....................................................................................................................................... [1]
Benzocaine was dissolved in CDCl 3 and the proton NMR spectrum of this solution was
recorded as shown in Fig. 4.3.
benzocaine
COOCH2CH3
NH2
8 7 6 5 4 3 2 1 0
δ / ppm
Fig. 4.3
(ii) The data in Table 4.2 should be used in answering this question.
Complete Table 4.1 for the chemical shifts δ 1.2 ppm, 3.5 ppm and 5.5 ppm.
Table 4.1
1.2
3.5
5.5
attached to
4 7.1–7.4
two doublets
aromatic ring
[3]
(iii) Explain the splitting pattern for the absorption at δ1.2 ppm.
............................................................................................................................................
....................................................................................................................................... [1]
Table 4.2
chemcial shift
Environment of proton Example
range, δ / ppm
alkane –CH3, –CH2–, >CH– 0.9–1.7
alkyl next to C=O CH3–C=O,–CH2–C=O, 2.2–3.0
>CH–C=O
alkyl next to aromatic ring CH3–Ar, –CH2–Ar, 2.3–3.0
>CH–Ar
alkyl next to electronegative atom CH3–O,–CH2–O, 3.2–4.0
–CH2–Cl
attached to alkene =CHR 4.5–6.0
attached to aromatic ring H–Ar 6.0–9.0
aldehyde HCOR 9.3–10.5
alcohol ROH 0.5–6.0
phenol Ar–OH 4.5–7.0
carboxylic acid RCOOH 9.0–13.0
alkyl amine R–NH– 1.0–5.0
aryl amine Ar–NH2 3.0–6.0
amide RCONHR 5.0–12.0
(d) Benzocaine can also be used to synthesise the azo compound S by the following route.
benzocaine R
COOCH2CH3
step 1
NH2
phenol
step 2 NaOH(aq), OH
Fig. 4.4
....................................................................................................................................... [1]
(ii) Suggest structures for compounds R and S and draw them in the boxes in Fig. 4.4. [2]
[Total: 19]
5 (a) Lattice energies are always negative showing that they represent exothermic changes.
............................................................................................................................................
............................................................................................................................................
....................................................................................................................................... [2]
............................................................................................................................................
....................................................................................................................................... [1]
Table 5.1
Use relevant data from Table 5.1 to calculate the lattice energy, ∆H ɵlatt, of potassium
(b) (i)
oxide, K2O(s).
Show your working.
Table 5.2
............................................................................................................................................
....................................................................................................................................... [1]
[Total: 7]
....................................................................................................................................................
............................................................................................................................................... [1]
(b) (i) NH3 acts as a monodentate ligand. State what is meant by monodentate ligand.
............................................................................................................................................
............................................................................................................................................
....................................................................................................................................... [2]
(ii) Aqueous silver ions, Ag+(aq), react with aqueous ammonia, NH3(aq), to form a linear
complex.
....................................................................................................................................... [1]
(c) There are two isomeric complex ions with the formula [Cr(NH3)4Cl 2]+. One is green and the
other is violet.
(i) Suggest the type of isomerism shown by these two complex ions.
....................................................................................................................................... [1]
(ii) Explain why these two complex ions are coloured and why they have different colours.
............................................................................................................................................
............................................................................................................................................
............................................................................................................................................
............................................................................................................................................
............................................................................................................................................
............................................................................................................................................
............................................................................................................................................
....................................................................................................................................... [4]
isomer 1 isomer 2
Ni Ni
[2]
(i) Explain how the amino groups in ethane-1,2-diamine allow the molecule to act as a
Brønsted-Lowry base.
............................................................................................................................................
............................................................................................................................................
....................................................................................................................................... [2]
(ii) Write an equation for the reaction of ethane-1,2-diamine with an excess of hydrochloric
acid.
....................................................................................................................................... [1]
(f) (i)
Under certain conditions ethane-1,2-diamine reacts with ethanedioic acid, HOOCCOOH,
to form the polymer Z.
Draw the structure of polymer Z, showing two repeat units.
[2]
....................................................................................................................................... [1]
[Total: 17]
y x
[1]
(b) (i) Some transition elements and their compounds behave as catalysts. Explain why
transition elements behave as catalysts.
............................................................................................................................................
............................................................................................................................................
............................................................................................................................................
....................................................................................................................................... [2]
Table 7.1
type of catalysis
reaction
heterogeneous homogeneous
Fe in the Haber process
Fe2+ in the I– / S2O82– reaction
NO2 in the oxidation of SO2
[1]
(c) A solution containing a mixture of Sn2+(aq) and Sn4+(aq) is added to a solution containing a
mixture of Fe2+(aq) and Fe3+(aq).
Table 7.2 lists electrode potentials for some electrode reactions of these ions.
Table 7.2
electrode reaction Eɵ / V
Fe2+ + 2e– ⇌ Fe –0.44
Fe3+ + 3e– ⇌ Fe –0.04
Fe3+ + e– ⇌ Fe2+ +0.77
Sn2+ + 2e– ⇌ Sn –0.14
Sn4+ + 2e– ⇌ Sn2+ +0.15
E ɵ data from the table can be used to predict the reaction that takes place when the two
solutions are mixed.
....................................................................................................................................... [1]
............................................................................................................................................
....................................................................................................................................... [1]
(d) Hexaaquairon(III) ions are pale violet. They form a colourless complex with fluoride ions, F–,
as shown in equilibrium 1, and a deep-red complex with thiocyanate ions, SCN–, as shown in
equilibrium 2.
equilibrium 2 [Fe(H2O)6]3+ + SCN– ⇌ [Fe(H2O)5SCN]2+ + H2O Kstab = 1.0 × 103 mol–1 dm3
violet deep-red
Experiment 1: A few drops of KSCN(aq) are added to 5 cm3 of Fe3+(aq), followed by a few
drops of KF(aq).
Experiment 2: A few drops of KF(aq) are added to 5 cm3 of Fe3+(aq), followed by a few drops
of KSCN(aq).
(i) Predict and explain the sequence of colour changes you would observe in each of
Experiment 1 and Experiment 2.
Experiment 1 ......................................................................................................................
............................................................................................................................................
............................................................................................................................................
Experiment 2 ......................................................................................................................
............................................................................................................................................
............................................................................................................................................
[4]
(ii) Name the type of reaction occurring during the experiments in (d)(i).
....................................................................................................................................... [1]
(e) Solutions of iron(III) salts are acidic due to the equilibrium shown.
pH = ........................................................... [2]
[Total: 13]
O O
OH
N OH
H
ibuprofen paracetamol
Fig. 8.1
(a) Ibuprofen and paracetamol both contain the aryl (benzene) functional group.
Name the other functional groups present in each molecule.
ibuprofen ....................................................................................................................................
paracetamol ...............................................................................................................................
[2]
(i) State one similarity and one difference in the physical or chemical properties between
the two enantiomers.
similarity .............................................................................................................................
............................................................................................................................................
difference ...........................................................................................................................
....................................................................................................................................... [1]
............................................................................................................................................
....................................................................................................................................... [1]
(c) Paracetamol reacts separately with the two reagents shown in the table.
Table 8.1
LiAl H4
an excess of Br2(aq)
[3]
(d) One of the steps in the manufacture of ibuprofen is shown in Fig. 8.2.
X Y
CH3COCl
Al Cl 3
O
Fig. 8.2
(i) Write an equation to show how Al Cl 3 generates the electrophile for the conversion of
X into Y.
....................................................................................................................................... [1]
(ii) Draw the mechanism for the conversion of X into Y. Include all necessary curly arrows
and charges.
[3]
........................................................................................................................................[1]
[Total: 12]
© UCLES 2019
H He
hydrogen helium
Key 1.0 4.0
3 4 atomic number 5 6 7 8 9 10
Li Be atomic symbol B C N O F Ne
lithium beryllium name boron carbon nitrogen oxygen fluorine neon
6.9 9.0 relative atomic mass 10.8 12.0 14.0 16.0 19.0 20.2
11 12 13 14 15 16 17 18
Na Mg Al Si P S Cl Ar
sodium magnesium aluminium silicon phosphorus sulfur chlorine argon
23.0 24.3 3 4 5 6 7 8 9 10 11 12 27.0 28.1 31.0 32.1 35.5 39.9
19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36
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
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
37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54
Rb Sr Y Zr Nb Mo Tc Ru Rh Pd Ag Cd In Sn Sb Te I Xe
rubidium strontium yttrium zirconium niobium molybdenum technetium ruthenium rhodium palladium silver cadmium indium tin antimony tellurium iodine xenon
85.5 87.6 88.9 91.2 92.9 95.9 – 101.1 102.9 106.4 107.9 112.4 114.8 118.7 121.8 127.6 126.9 131.3
55 56 57–71 72 73 74 75 76 77 78 79 80 81 82 83 84 85 86
caesium barium hafnium tantalum tungsten rhenium osmium iridium platinum gold mercury thallium lead bismuth polonium astatine radon
132.9 137.3 178.5 180.9 183.8 186.2 190.2 192.2 195.1 197.0 200.6 204.4 207.2 209.0 – – –
87 88 89–103 104 105 106 107 108 109 110 111 112 113 114 115 116 117 118
9701/04/SP/22
actinoids
Fr Ra Rf Db Sg Bh Hs Mt Ds Rg Cn Nh Fl Mc Lv Ts Og
francium radium rutherfordium dubnium seaborgium bohrium hassium meitnerium darmstadtium roentgenium copernicium nihonium flerovium moscovium livermorium tennessine oganesson
– – – – – – – – – – – – – – – – –
57 58 59 60 61 62 63 64 65 66 67 68 69 70 71
Cambridge Local Examinations Syndicate (UCLES), which itself is a department of the University of Cambridge.
lanthanoids La Ce Pr Nd Pm Sm Eu Gd Tb Dy Ho Er Tm Yb Lu
lanthanum cerium praseodymium neodymium promethium samarium europium gadolinium terbium dysprosium holmium erbium thulium ytterbium lutetium
138.9 140.1 140.9 144.4 – 150.4 152.0 157.3 158.9 162.5 164.9 167.3 168.9 173.1 175.0
89 90 91 92 93 94 95 96 97 98 99 100 101 102 103
actinoids Ac Th Pa U Np Pu Am Cm Bk Cf Es Fm Md No Lr
actinium thorium protactinium uranium neptunium plutonium americium curium berkelium californium einsteinium fermium mendelevium nobelium lawrencium
– 232.0 231.0 238.0 – – – – – – – – – – –
reasonable effort has been made by the publisher (UCLES) to trace copyright holders, but if any items requiring clearance have unwittingly been included, the
Permission to reproduce items where third-party owned material protected by copyright is included has been sought and cleared where possible. Every
Cambridge Assessment International Education is part of the Cambridge Assessment Group. Cambridge Assessment is the brand name of the University of
23
© UCLES 2019
H He
hydrogen helium
Key 1.0 4.0
3 4 atomic number 5 6 7 8 9 10
Li Be atomic symbol B C N O F Ne
lithium beryllium name boron carbon nitrogen oxygen fluorine neon
6.9 9.0 relative atomic mass 10.8 12.0 14.0 16.0 19.0 20.2
11 12 13 14 15 16 17 18
Na Mg Al Si P S Cl Ar
sodium magnesium aluminium silicon phosphorus sulfur chlorine argon
23.0 24.3 3 4 5 6 7 8 9 10 11 12 27.0 28.1 31.0 32.1 35.5 39.9
19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36
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
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
37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54
Rb Sr Y Zr Nb Mo Tc Ru Rh Pd Ag Cd In Sn Sb Te I Xe
rubidium strontium yttrium zirconium niobium molybdenum technetium ruthenium rhodium palladium silver cadmium indium tin antimony tellurium iodine xenon
85.5 87.6 88.9 91.2 92.9 95.9 – 101.1 102.9 106.4 107.9 112.4 114.8 118.7 121.8 127.6 126.9 131.3
55 56 57–71 72 73 74 75 76 77 78 79 80 81 82 83 84 85 86
caesium barium hafnium tantalum tungsten rhenium osmium iridium platinum gold mercury thallium lead bismuth polonium astatine radon
132.9 137.3 178.5 180.9 183.8 186.2 190.2 192.2 195.1 197.0 200.6 204.4 207.2 209.0 – – –
87 88 89–103 104 105 106 107 108 109 110 111 112 113 114 115 116 117 118
9701/04/SP/22
actinoids
Fr Ra Rf Db Sg Bh Hs Mt Ds Rg Cn Nh Fl Mc Lv Ts Og
francium radium rutherfordium dubnium seaborgium bohrium hassium meitnerium darmstadtium roentgenium copernicium nihonium flerovium moscovium livermorium tennessine oganesson
– – – – – – – – – – – – – – – – –
57 58 59 60 61 62 63 64 65 66 67 68 69 70 71
Cambridge Local Examinations Syndicate (UCLES), which itself is a department of the University of Cambridge.
lanthanoids La Ce Pr Nd Pm Sm Eu Gd Tb Dy Ho Er Tm Yb Lu
lanthanum cerium praseodymium neodymium promethium samarium europium gadolinium terbium dysprosium holmium erbium thulium ytterbium lutetium
138.9 140.1 140.9 144.4 – 150.4 152.0 157.3 158.9 162.5 164.9 167.3 168.9 173.1 175.0
89 90 91 92 93 94 95 96 97 98 99 100 101 102 103
actinoids Ac Th Pa U Np Pu Am Cm Bk Cf Es Fm Md No Lr
actinium thorium protactinium uranium neptunium plutonium americium curium berkelium californium einsteinium fermium mendelevium nobelium lawrencium
– 232.0 231.0 238.0 – – – – – – – – – – –
reasonable effort has been made by the publisher (UCLES) to trace copyright holders, but if any items requiring clearance have unwittingly been included, the
Permission to reproduce items where third-party owned material protected by copyright is included has been sought and cleared where possible. Every
Cambridge Assessment International Education is part of the Cambridge Assessment Group. Cambridge Assessment is the brand name of the University of