June 2022: Paper 3, Unified chemistry

70 marks · 26 question parts · Paper, mark scheme and report on OCR's site · Have OCR's Data Sheet beside you

Question by question

QTopicMarksAOType
1(a)(i) Bonding, structure and shapes of molecules 2AO1Short answer
1(a)(ii) Redox and oxidation numbers 1AO1Short answer
1(b)(i) Atomic structure and isotopes 1AO2Calculation
1(b)(ii) Atomic structure and isotopes 2AO1Calculation
1(c)(i) NMR spectroscopy and combined techniques 2AO1Complete table/diagram
1(c)(ii) NMR spectroscopy and combined techniques 2AO3Short answer
1(d)(i) Bonding, structure and shapes of molecules 3AO1Calculation
1(d)(ii) Transition elements, Formulae and equations 3AO2Equation writing
2(a)(i) Amount of substance (moles) 3AO2Calculation
2(a)(ii) The halogens, Formulae and equations, Redox and oxidation numbers 3AO1, 2Equation writing
2(b) Redox titrations and electrode potentials, Transition elements 5AO2Extended response
2(c) Redox titrations and electrode potentials 2AO3Equation writing
3(a) Organic synthesis and practical techniques (Module 4), Practical techniques and apparatus (PAGs), Amount of substance (moles) 6AO2, 3Level of response
3(b) Organic basics: naming, formulae and isomerism, Alcohols, Haloalkanes 4AO3Mechanism
4(a) Reaction rates and the Boltzmann distribution, Chemical equilibrium and Kc, Rates: orders, rate equations and the Arrhenius equation 4AO1, 2Short answer
4(b)(i) The halogens 1AO3Short answer
4(b)(ii) Chemical equilibrium and Kc, Equilibrium constants Kc and Kp 3AO3Short answer
5(a) Lattice enthalpy and Born–Haber cycles, Enthalpy changes and Hess’ law 6AO3Level of response
5(b)(i) Alkanes, Formulae and equations, Alcohols 1AO2Equation writing
5(b)(ii) Enthalpy changes and Hess’ law, Amount of substance (moles) 3AO2Calculation
6(a) Amino acids, amides and chirality 1AO2Calculation
6(b)(i) Alcohols, Bonding, structure and shapes of molecules 1AO2Short answer
6(b)(ii) Carboxylic acids, esters and acyl chlorides, Amount of substance (moles) 2AO3Calculation
6(c)(i) Organic basics: naming, formulae and isomerism, Acids, bases, pH and buffers 2AO3Mechanism
6(c)(ii) Acids, bases, pH and buffers, Amount of substance (moles) 3AO1, 2Calculation
6(d) Redox titrations and electrode potentials, Amount of substance (moles) 4AO2Calculation

The questions

1(a)(i)1(a)(ii)1(b)(i)1(b)(ii)1(c)(i)1(c)(ii)1(d)(i)1(d)(ii)2(a)(i)2(a)(ii)2(b)2(c)3(a)3(b)4(a)4(b)(i)4(b)(ii)5(a)5(b)(i)5(b)(ii)6(a)6(b)(i)6(b)(ii)6(c)(i)6(c)(ii)6(d)
June 2022 · Paper 3 · Q1(a)(i) 2 marks AO1 Short answer Hard bonding and structure
1 These questions are from different areas of chemistry.
(a) Ammonia, NH3, and ammonium nitrate, NH4NO3, are compounds of nitrogen.
(i) The boiling point of NH3 is –33 °C.
The boiling point of NH4NO3 is 210 °C.
Explain why there is a large difference in boiling points.
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June 2022 · Paper 3 · Q1(a)(ii) 1 mark AO1 Short answer Hard redox
Earlier part of question 1 that this part usesEarlier part of June 2022 Paper 3 question 1
(ii) Two students discuss the oxidation numbers in ammonium nitrate, NH4NO3.
One student claims that the two nitrogen atoms have the same oxidation number. The
other student disagrees and claims that the nitrogen atoms have different oxidation
numbers.
Explain with reasons which student is correct.
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June 2022 · Paper 3 · Q1(b)(i) 1 mark AO2 Calculation Easy atomic structure and isotopes
(b) Brass is an alloy of copper and zinc.
The mass spectrum of a sample of brass is shown below.
45.64%
Relative
abundance
20.36%
16.82%
9.53%
6.27%
1.38%
60 61 62 63 64 65 66 67 68 69 70
m/z
The peaks at m/z = 63 and m/z = 65 are from the 63Cu and 65Cu isotopes of copper.
The remaining four peaks are from isotopes of zinc.
(i) What are the percentage compositions of copper and zinc in the brass sample?
Cu = ............. %  Zn = ............. % [1]
June 2022 · Paper 3 · Q1(b)(ii) 2 marks AO1 Calculation Medium atomic structure and isotopes
Earlier part of question 1 that this part usesEarlier part of June 2022 Paper 3 question 1
(ii) Calculate the relative atomic mass of zinc in the sample of brass.
Give your answer to 2 decimal places.
relative atomic mass =  .......................................................... [2]
June 2022 · Paper 3 · Q1(c)(i) 2 marks AO1 Complete table/diagram Hard nmr spectroscopy
(c) The structure of an organic compound is shown below.
The protons are in four different environments, which are labelled 1–4.
2 3
1
CH2 CH2 O
H3C C C
O H
4
(i) Fill in the table to predict the splitting patterns in the proton NMR spectrum of the
organic compound.
Proton environment Splitting pattern
1
2
3
4
[2]
June 2022 · Paper 3 · Q1(c)(ii) 2 marks AO3 Short answer Medium nmr spectroscopy
Earlier part of question 1 that this part usesEarlier part of June 2022 Paper 3 question 1
(ii) The table shows the chemical shifts for the peaks in the proton NMR spectrum at
proton environments 2 and 3.
Proton environment 2 3
Chemical shift, δ 2.5 ppm 3.6 ppm
Suggest why the peaks for proton environments 2 and 3 have the chemical shifts which
are shown in the table.
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June 2022 · Paper 3 · Q1(d)(i) 3 marks AO1 Calculation Hard bonding and structure
(d)  Glycine, H2NCH2COOH, is an α-amino acid.
(i) Glycine reacts with NaOH to form the salt H2NCH2COONa.
Glycine reacts with HCl to form the salt HOOCCH2NH3Cl.
The salts have different H–N–H bond angles.
State the different H–N–H bond angles and explain why they are different.
H2NCH2COONa H–N–H bond angle = ...................°
HOOCCH2NH3Cl H–N–H bond angle = ...................°
explanation  ........................................................................................................................
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June 2022 · Paper 3 · Q1(d)(ii) 3 marks AO2 Equation writing Hard transition elementsformulae and equations
Earlier part of question 1 that this part usesEarlier part of June 2022 Paper 3 question 1
(ii) Glycine reacts with aqueous copper(II) ethanoate to form copper(II) glycinate,
Cu(H2NCH2COO)2, and ethanoic acid. Copper(II) glycinate is a complex which exists
as two square planar isomers.
Write an equation for this reaction and draw the structures of the two square planar
isomers of the complex Cu(H2NCH2COO)2.
equation
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structures
[3]
June 2022 · Paper 3 · Q2(a)(i) 3 marks AO2 Calculation Medium amount of substance
2 This question is about redox reactions.
(a) ‘Calcium hypochlorite’, Ca(Cl O)2, is an ionic compound used in ‘bleaching powder’.
The Cl O– ion in Ca(Cl O)2 is the active ingredient that kills bacteria.
Calcium hypochlorite is prepared by reacting chlorine gas with calcium hydroxide.
2Cl 2(g)  +  2Ca(OH)2(s) Ca(Cl O)2(s)  +  CaCl 2(s)  +  2H2O(l)     Equation 2.1
(i) 420 dm3 of chlorine, measured at RTP, is reacted with an excess of Ca(OH)2.
The solid products are dissolved in water to form 4.00 m3 of solution.
Calculate the concentration of Ca(Cl O)2(aq) in this solution, in mol dm–3.
Give your answer to an appropriate number of significant figures and in standard form.
concentration =  .......................................... mol dm–3 [3]
June 2022 · Paper 3 · Q2(a)(ii) 3 marks AO1, 2 Equation writing Hard halogensformulae and equationsredox
Earlier part of question 2 that this part usesEarlier part of June 2022 Paper 3 question 2
(ii) Calcium hypochlorite, Ca(Cl O)2, is heated. The Ca(Cl O)2 decomposes to form CaCl 2
and Ca(Cl O3)2. This is a disproportionation reaction.
Write an equation for this decomposition and explain, using oxidation numbers, why this
is a disproportionation reaction.
equation  ............................................................................................................................
explanation  ........................................................................................................................
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June 2022 · Paper 3 · Q2(b) 5 marks AO2 Extended response Easy redox and electrode potentialstransition elements
(b) A student analyses the redox reactions shown below. State symbols have been omitted.
CH3CHO + 2H+ + 2e– C2H5OH E ө = –0.197 V
Cr2O7 2– + 14H+ + 6e– 2Cr3+ + 7H2O E ө = +1.33 V
FeO4 2– + 8H+ + 3e– Fe3+ + 4H2O E ө = +2.20 V
The student concludes that different ions containing chromium can act as oxidising or
reducing agents.
Using the terms oxidising agent and reducing agent, and ideas about electrode potentials
and equilibrium, explain how the student is correct.
Include overall equations.
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June 2022 · Paper 3 · Q2(c) 2 marks AO3 Equation writing Hard redox and electrode potentials
(c) A student bubbles hydrogen sulfide gas, H2S(g), through an acidified solution containing
manganate(VII) ions, MnO4 –(aq).
A redox reaction takes place, forming aqueous manganese(II) ions, a yellow precipitate and
one other product.
Construct the equation for this reaction. State symbols are not required.
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June 2022 · Paper 3 · Q3(a) 6 marks AO2, 3 6-mark level of response Medium organic synthesis aspractical techniquesamount of substance
3 Information about 1-bromobutane and butan-1-ol is shown in the table.
Compound Melting point / °C Boiling point / °C Density / g cm–3
1-bromobutane –113 102 1.268
butan-1-ol –90 118 0.810
A student prepares a sample of 1-bromobutane by refluxing 9.25 g of butan-1-ol with sodium
bromide and sulfuric acid.
After reflux, the reaction mixture is purified.
The student obtains 6.10 cm3 of pure 1-bromobutane.
(a)* Draw a diagram to show how the student would have carried out the reflux and calculate the
percentage yield of 1-bromobutane that the student obtains.
Describe how the student could have obtained pure 1-bromobutane from the reaction
mixture obtained after reflux. [6]
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June 2022 · Paper 3 · Q3(b) 4 marks AO3 Mechanism Medium organic basicsalcoholshaloalkanes
Earlier part of question 3 that this part usesEarlier part of June 2022 Paper 3 question 3
(b) Butan-1-ol reacts with sodium bromide and sulfuric acid to form 1-bromobutane by
nucleophilic substitution.
The mechanism for this reaction takes place by two steps.
Step 1 The oxygen atom of the alcohol group accepts a proton to form a positively-
charged intermediate.
Step 2 Bromide ions react with the intermediate from Step 1 by nucleophilic substitution
to form 1-bromobutane.
Show both steps in this mechanism.
[4]
June 2022 · Paper 3 · Q4(a) 4 marks AO1, 2 Short answer Medium reaction rateschemical equilibriumrate equations
4 Two students plan to investigate Equilibrium 4.1, shown below.
CoCl 4 2−(aq) + 6H2O(l) [Co(H2O)6]2+(aq) + 4Cl −(aq)     Equilibrium 4.1
blue            pink
(a) The students are supplied with the equilibrium mixture in Equilibrium 4.1 at room
temperature.
• One student heats 20 cm3 of the mixture to 50 °C.
• The other student heats 20 cm3 of the mixture to 90 °C.
The students use colorimetry to observe how the colour of the equilibrium mixture changes
over time.
• The colorimeter is set up so that the greater the absorbance, the greater the
concentration of [Co(H2O)6]2+.
• The initial absorbance is set to zero.
• The absorbance is recorded every 30 seconds.
The students plot the graph below from the results of the experiment.
50 °C
90 °C
Absorbance
0,0 Time / s
Use the graph and relevant chemical theory to answer the following. Include all reasoning:
• Explain the different initial rates at 50 °C and 90 °C.
• Predict the sign of ∆H for the forward reaction in Equilibrium 4.1.
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June 2022 · Paper 3 · Q4(b)(i) 1 mark AO3 Short answer Easy halogens
Earlier part of question 4 that this part usesEarlier part of June 2022 Paper 3 question 4
(b) The students investigate how addition of aqueous silver nitrate, AgNO3(aq), affects the
equilibrium position in Equilibrium 4.1.
The graph shows the changes in the equilibrium concentrations of CoCl 4 2–, Cl – and
[Co(H2O)6]2+ after addition of the AgNO3(aq).
The AgNO3(aq) is added at time = t1.
CoCl4 2–
Cl –
Concentration
[Co(H2O)6]2+
0
t1 Time
(i) Explain why the Cl – concentration drops sharply at time = t1.
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June 2022 · Paper 3 · Q4(b)(ii) 3 marks AO3 Short answer Medium chemical equilibriumequilibrium constants
Earlier parts of question 4 that this part usesEarlier part of June 2022 Paper 3 question 4Earlier part of June 2022 Paper 3 question 4
(ii) Explain the changes in concentration of CoCl 4 2–, Cl – and [Co(H2O)6]2+ after time = t1.
Refer to Equilibrium 4.1 in your answer.
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June 2022 · Paper 3 · Q5(a) 6 marks AO3 6-mark level of response Hard lattice enthalpyenthalpy changes
5 This question is about energy changes.
(a)* A student plans to determine the enthalpy change of hydration of calcium ions.
The student finds the information below from data tables.
Enthalpy change ∆H / kJ mol–1
Lattice enthalpy of calcium chloride –2223
Enthalpy change of hydration of chloride ions –378
The student carries out an experiment to find the enthalpy change of solution of calcium
chloride.
Student’s method:
• Weigh a bottle containing calcium chloride and weigh a polystyrene cup.
• Add water from a measuring cylinder to the polystyrene cup and measure its
temperature.
• Add the calcium chloride, stir the mixture, and measure the maximum temperature of
the final solution.
• Weigh the empty bottle and weigh the polystyrene cup with the final solution.
Mass readings
Mass of bottle + calcium chloride / g 27.45
Mass of empty bottle / g 18.17
Mass of polystyrene cup / g 21.24
Mass of polystyrene cup + final solution / g 127.84
Temperature readings
Initial temperature of water / °C 21.0
Maximum temperature of final solution / °C 39.5
Calculate the enthalpy change of solution of calcium chloride and determine the enthalpy
change of hydration of calcium ions.
Show your working, including an energy cycle linking the energy changes.
Assume that the density and specific heat capacity, c, of the solution are the same as for
water. [6]
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June 2022 · Paper 3 · Q5(b)(i) 1 mark AO2 Equation writing Easy alkanesformulae and equationsalcohols
(b) Internal combustion engines have historically used fuels obtained from crude oil as a source
of power.
The environmental effects of fossil fuel use can be reduced by blending petrol with biofuels
such as ethanol.
A fuel is being developed using a 1:1 molar ratio of octane and ethanol.
(i) Write the equation for the complete combustion of this fuel.
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June 2022 · Paper 3 · Q5(b)(ii) 3 marks AO2 Calculation Easy enthalpy changesamount of substance
Earlier part of question 5 that this part usesEarlier part of June 2022 Paper 3 question 5
(ii) Calculate the energy released, in kJ, by the complete combustion of 8.00 kg of this fuel.
∆cH(C8H18) = –5470 kJ mol–1; ∆cH(C2H5OH) = –1367 kJ mol–1.
energy released =  ..................................................... kJ [3]
June 2022 · Paper 3 · Q6(a) 1 mark AO2 Calculation Medium amino acids amides and chirality
6 A student carries out an investigation on vitamin C, C6H8O6.
(a) The structure of vitamin C is shown below. Vitamin C is an optical isomer.
O O H
H
H
O
O
O
O
H
Vitamin C
What is the total number of optical isomers with the structure of vitamin C?
total number of optical isomers =  ......................................................... [1]
June 2022 · Paper 3 · Q6(b)(i) 1 mark AO2 Short answer Medium alcoholsbonding and structure
Earlier part of question 6 that this part usesEarlier part of June 2022 Paper 3 question 6
(b) Vitamin C is extremely soluble in water. This means that vitamin C is removed rapidly from
the body. ‘Vitamin C ester’ is available in tablet form as a less soluble source of vitamin C
which stays in the body for longer.
(i) Suggest why vitamin C is extremely soluble in water.
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June 2022 · Paper 3 · Q6(b)(ii) 2 marks AO3 Calculation Medium carboxylic acids and estersamount of substance
Earlier parts of question 6 that this part usesEarlier part of June 2022 Paper 3 question 6Earlier part of June 2022 Paper 3 question 6
(ii) A ‘vitamin C ester’ tablet contains an ester with the molecular formula C22H38O7.
This ester can be prepared by reacting vitamin C with a long chain carboxylic acid,
CxHyCOOH, in the presence of an acid catalyst.
Vitamin C and the long chain carboxylic acid react in a 1:1 molar ratio.
Determine x and y in the formula of this carboxylic acid.
x = ..............  y = .............. [2]
June 2022 · Paper 3 · Q6(c)(i) 2 marks AO3 Mechanism Hard organic basicsacids bases and buffers
Earlier part of question 6 that this part usesEarlier part of June 2022 Paper 3 question 6
(c) Vitamin C, C6H8O6, is a weak acid (Ka = 7.94 x 10–5 (mol dm–3)), which is often referred to
as ascorbic acid.
(i) In aqueous solution, vitamin C donates a proton to water:
C6H8O6  +  H2O C6H7O6 –  +  H3O+
Add curly arrows to the diagram to suggest the mechanism for this process.
H2O:
O O H O O
H H
H H
+ H3O+
O O
–
O O
O O
O O
H H
[2]
June 2022 · Paper 3 · Q6(c)(ii) 3 marks AO1, 2 Calculation Medium acids bases and buffersamount of substance
Earlier part of question 6 that this part usesEarlier part of June 2022 Paper 3 question 6
(ii) The student dissolves 0.150 mol of vitamin C in water and makes the solution up to
250 cm3 in a volumetric flask.
Calculate the pH of this solution of vitamin C.
Give your answer to 2 decimal places.
pH =  ......................................................... [3]
June 2022 · Paper 3 · Q6(d) 4 marks AO2 Calculation redox and electrode potentialsamount of substance
Earlier part of question 6 that this part usesEarlier part of June 2022 Paper 3 question 6
TURN OVER FOR QUESTION 6 PART (d)
(d) The label on a carton of orange juice lists the mass of vitamin C, in mg, in a typical serving
of 150 cm3.
The student carries out an investigation to check the vitamin C content in the orange juice.
Vitamin C can be oxidised by iodine:
C6H8O6(aq)  +  I2(aq) C6H6O6(aq)  +  2I–(aq)  +  2H+(aq)
The student dilutes 150 cm3 of the orange juice with water to 250.0 cm3 in a volumetric flask.
The student then titrates 25.0 cm3 volume of this solution with 9.60 × 10–4 mol dm–3 iodine
solution, I2(aq).
The mean titre of I2(aq) is 22.50 cm3.
Determine the mass, in mg, of vitamin C in a 150 cm3 serving of the orange juice.
mass of vitamin C in the 150 cm3 serving of orange juice =  ................................................... mg [4]

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