A Level Chemistry 9701 Paper 41, Oct/Nov 2023

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9701/41 · Oct/Nov 2023

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1

Fluorine reacts with chlorine dioxide, ClO2, as shown. F2(g)+2ClO2(g)→2FClO2(g) The rate of the reaction is first order with respect to the concentration of F2 and first order with respect to the concentration of ClO2. No catalyst is involved.

a(i)

Suggest a two-step mechanism for this reaction. step 1 → step 2 →

[2]
a(ii)

Identify the rate-determining step in this mechanism. Explain your answer.

[1]
b(i)

When the rate of the reaction is measured in mol dm−3 s−1 the numerical value of the rate constant, k, is 1.22 under certain conditions. Complete the rate equation for this reaction, stating the overall order of the reaction. rate = overall order of reaction =

[1]
b(ii)

Use your rate equation in (i) to calculate the rate of the reaction when the concentrations of F2 and ClO2 are both 2.00×10−3mol dm−3. rate = .............................. mol dm−3 s−1

[1]
c(i)

Under different conditions, and in the presence of a large excess of ClO2, the rate equation is as shown. rate=k1[F2] The half-life, t12, of the concentration of F2 is 4.00s under these conditions. Calculate the numerical value of k1, giving its units. Give your answer to three significant figures. k1= .............................. units ..............................

[2]
c(ii)

An experiment is performed under these conditions in which the starting concentration of F2 is 0.00200mol dm−3. Draw a graph on the grid in Fig. 1.1 to show how the concentration of F2 changes over the first 12s of the reaction.

[1]
c(iii)

Use your graph in Fig. 1.1 to find the rate of the reaction when the concentration of F2 is 0.00100mol dm−3. Show your working on the graph. rate = .............................. mol dm−3 s−1

[1]
2
a

Define Kw mathematically by completing the expression. Kw= ..........................................................................................................................................

[1]
b(i)

Two solutions, V and W, are described. • V is HCl(aq). • W is NaOH(aq). • The concentration of HCl in V is the same as the concentration of NaOH in W. • The pH values of V and W differ by exactly 11.00 at 298K. Calculate the concentration of HCl in V. concentration of HCl in V= .............................. mol dm−3

[2]
b(ii)

Equal volumes of the two solutions V and W are mixed, giving solution X. Name solution X and state its pH. solution X .............................. pH ..............................

[1]
b(iii)

A 1cm3 sample of 1.0mol dm−3 HNO3 is added to 100cm3 of solution X, forming mixture Y. A 1cm3 sample of 1.0mol dm−3 KOH is added to 100cm3 of solution X, forming mixture Z. Estimate the pH of mixtures Y and Z. No calculations are required. mixture Y .............................. mixture Z ..............................

[1]
c(i)

CH3CH2COOH, CH3CCl2COOH and H2SO4 are all acidic. Suggest the trend in the relative acid strength of these three compounds. Explain your answer. ....................................... ....................................... ....................................... strongest acid weakest acid explanation

[3]
c(ii)

When concentrated H2SO4 is added to water a series of acid-base reactions occurs. There are three conjugate acid-base pairs that can be identified during this series of reactions. Write the formulae of these three conjugate acid-base pairs. conjugate acid 1 ......................................... conjugate base 1 ......................................... conjugate acid 2 ......................................... conjugate base 2 ......................................... conjugate acid 3 ......................................... conjugate base 3 .........................................

[2]
d(i)

The partition coefficient, Kpc, of a substance, Q, between hexane and water is 7.84 at 298K. Q is more soluble in hexane than it is in water. Define partition coefficient, Kpc.

[1]
d(ii)

5.00g of Q is shaken with a mixture of 100.0cm3 of water and 100.0cm3 of hexane at 298K and left until there is no further change in concentrations. Calculate the mass of Q dissolved in the water. mass of Q= .............................. g

[1]
d(iii)

A sample of Q is shaken with a different mixture of water and hexane and left until there is no further change in concentrations. It is found that the mass of Q dissolved in each solvent is the same. Use the Kpc value to suggest possible values for the volume of water used and the volume of hexane used. volume of water = .............................. cm3 volume of hexane = .............................. cm3

[1]
d(iv)

Q is more soluble in hexane than it is in water. It is suggested that Q is one of KCl, CH3(CH2)4OH or HCOOH. Identify Q. Explain your answer.

[1]
3

Hydrogen peroxide is a liquid at 298K. It is moderately stable under room conditions but will decompose quickly if a catalyst is added. reaction 12H2O2(l)→2H2O(l)+O2(g)

Figure 1 of 1 for question 3
a(i)

Define entropy.

[1]
a(ii)

Predict the sign of the standard entropy change of reaction 1. Explain your answer. sign .............................. explanation

[1]
b

Some bond energy data are shown in Table 3.1. Table 3.1

type of bondbond energy / kJ mol−1
O–O150
O–H460
O=O496

Use the data in Table 3.1 to show that the enthalpy change of the following reaction is −196kJ mol−1. 2H2O2(g)→2H2O(g)+O2(g)

[1]
c

Some standard entropies, S⊖, are shown in Table 3.2. Table 3.2

substanceS⊖/J K−1 mol−1
H2O2(l)+102
H2O(l)+70

The enthalpy change and Gibbs free energy change for the following reaction are shown. 2H2O2(l)→2H2O(l)+O2(g)ΔH⊖=−196kJ mol−1,ΔG⊖=−238kJ mol−1 Use the data given to calculate the standard entropy of oxygen, S⊖,O2(g). S⊖,O2(g)= .............................. J K−1 mol−1

[3]
d

The decomposition of H2O2(aq) is catalysed by aqueous iron(III) chloride and by silver metal. Identify which of these two catalysts is acting as a homogeneous catalyst. Explain your answer. homogeneous catalyst .............................................................................................................. explanation

[1]
e(i)

The E⊖ values for two electrode reactions are given. H2O2+2H++2e−⇌2H2OE⊖=+1.77V Cr3++e−⇌Cr2+E⊖=−0.41V An electrochemical cell is constructed with the following half-cells (electrodes): • an acidified solution of H2O2, a platinum wire • Cr2+ mixed with Cr3+, a platinum wire. Identify the positive half-cell and calculate the standard cell potential, Ecell⊖. positive half-cell .............................. Ecell⊖= .............................. V

[1]
e(ii)

Calculate the value of ΔG⊖ for the cell reaction that occurs, per mole of H2O2. ΔG⊖= .............................. kJ mol−1

[2]
f(i)

The E⊖ values for two electrode reactions are given. H2O2+2H++2e−⇌2H2OE⊖=+1.77V Co3++e−⇌Co2+E⊖=+1.82V An electrochemical cell is constructed with the following half-cells. half-cell 1 an acidified solution of H2O2 under standard conditions, a platinum wire half-cell 2 a solution containing 0.020mol dm−3 Co3+ and 2.0mol dm−3 Co2+, a platinum wire Use the Nernst equation to calculate the value of E, the electrode potential of half-cell 2 under these conditions. E= .............................. V

[2]
f(ii)

Write an equation for the cell reaction that occurs in this cell under these conditions.

[1]
g(i)

Define enthalpy change of hydration, ΔHhyd.

[1]
g(ii)

Aluminium fluoride, AlF3, is an ionic solid. Complete and label the energy cycle to show the relationship between: • the enthalpy change of solution of AlF3, ΔHsol⊖ • the lattice energy of AlF3, ΔHlatt⊖ • the enthalpy changes of hydration of Al3+ and F−, ΔHhyd⊖. Include state symbols for all substances and ions.

[2]
g(iii)

Relevant data for this question are given. ΔHsol⊖AlF3=−209kJ mol−1 ΔHhyd⊖Al3+=−4690kJ mol−1 ΔHhyd⊖F−=−506kJ mol−1 Use these data and your energy cycle in (g)(ii) to calculate the ΔHlatt⊖ of AlF3. ΔHlatt⊖ of AlF3= .............................. kJ mol−1

[1]
4
a(i)

Cobalt(II) nitrate, Co(NO3)2, is a reddish-brown crystalline solid. It dissolves in water to form a solution containing [Co(H2O)6]2+ complex ions. Complete Table 4.1 giving the formula of the cobalt-containing species that is formed in each of the three reactions described. Table 4.1

reactionreagent added to [Co(H2O)6]2+(aq)cobalt-containing species formed
1NaOH(aq)
2an excess of NH3(aq)
3an excess of conc. HCl(aq)
[2]
a(ii)

Describe the colour change seen in reaction 3. original colour of [Co(H2O)6]2+(aq) .................................................................................... final colour after addition of an excess of conc. HCl(aq) ..................................................

[1]
b(i)

Calcium nitrate, Ca(NO3)2, is a white crystalline solid. When heated, it starts to decompose at approximately 500 ∘C. Write an equation for the decomposition of Ca(NO3)2.

[1]
b(ii)

Suggest temperatures at which Mg(NO3)2 and Ba(NO3)2 start to decompose. Explain your answer. temperature at which Mg(NO3)2 starts to decompose ................................................. ∘C temperature at which Ba(NO3)2 starts to decompose ................................................... ∘C explanation

[3]
5

Transition elements behave as catalysts and can form complex ions.

a

Explain why transition elements behave as catalysts.

[2]
b(i)

Silver forms the linear complex ion [Ag(CN)2]−. Copper forms the tetrahedral complex ion [Cu(CN)4]3−. Titanium forms the complex [TiCl4(diars)2], where diars is a neutral bidentate ligand. State the oxidation state and the coordination number of titanium in [TiCl4(diars)2]. oxidation state .............................. coordination number ..............................

[1]
b(ii)

Draw three-dimensional diagrams to show the shapes of [Ag(CN)2]− and [Cu(CN)4]3−, in the boxes. Label one bond angle on each diagram.

[2]
c(i)

The numerical value of the stability constant, Kstab, of the copper(I) complex [Cu(CN)4]3− is 2.0×1027. Write an expression for the Kstab of $[\mathrm{Cu(CN)_4}]^{3-}. Kstab=

[1]
c(ii)

In a solution the concentrations of CN− and [Cu(CN)4]3− are both 0.0010mol dm−3. Use your expression from (c)(i) and the value of Kstab to calculate the concentration of Cu+(aq) in this solution. concentration of Cu+(aq)= .............................. mol dm−3

[1]
d(i)

A piece of a copper-containing alloy has a mass of 0.567g. It is dissolved in an acid giving 100.0cm3 of a blue solution in which all the copper is present as Cu2+ ions. An excess of KI(aq) is added to a 25.0cm3 sample of this solution. All of the copper is precipitated as white CuI(s). Cu2+ ions are the only component in the solution that react with KI(aq). This is reaction 1. reaction 12Cu2++4I−→2CuI+I2 The liberated I2 is then titrated with 0.0200mol dm−3 S2O32−. This is reaction 2. reaction 2I2+2S2O32−→2I−+S4O62− The titration requires 20.10cm3 of 0.0200mol dm−3 S2O32− to reach the end-point. Calculate the number of moles of I2 that are reduced in this titration. number of moles of I2= .............................. mol

[1]
d(ii)

Calculate the number of moles of copper in the original piece of alloy. number of moles of copper = .............................. mol

[1]
d(iii)

Calculate the percentage of copper in the alloy. percentage of copper = .............................. %

[1]
d(iv)

Suggest why a solution of Cu2+ is coloured but solid CuI is white.

[2]
6
a(i)

Five ligands are listed in Table 6.1. Table 6.1

ligandtype of ligand
NH3
EDTA4−
CN−
H2NCH2CH2NHCH2CH2NH2tridentate
C2O42−

Complete Table 6.1 using the words monodentate, bidentate and polydentate only. Each of these three words may be used once, more than once, or not at all.

[2]
a(ii)

The molecule H2NCH2CH2NHCH2CH2NH2 is a tridentate ligand. Suggest the meaning of tridentate ligand.

[1]
a(iii)

Suggest how H2NCH2CH2NHCH2CH2NH2 acts as a tridentate ligand.

[1]
b(i)

Nickel forms the octahedral complex [Ni(en)2(H2O)2]2+. This complex can exist in three isomeric forms, listed in Table 6.2. One of these forms is a trans isomer, the other forms are two different cis isomers. Table 6.2

isomerpolarity
trans isomer
cis isomer 1
cis isomer 2

Complete Table 6.2 using the terms polar or non-polar. Each term may be used once, more than once, or not at all.

[1]
b(ii)

Describe the difference between cis isomer 1 and cis isomer 2.

[1]
7

Sunset Yellow is an additive used for colouring foods. A synthetic route for making Sunset Yellow is shown. Molecules E and G each contain one −SO3− group. These groups are unchanged in the formation of Sunset Yellow.

Figure 1 of 2 for question 7
Figure 2 of 2 for question 7
a

State the molecular formula of the Sunset Yellow anion.

[1]
b

Deduce the structures of E, F and G and draw them in the boxes in Fig. 7.1.

[3]
c

Suggest suitable reagents and conditions for step 1 and 2. step 1 ........................................................................................................................................ step 2 ........................................................................................................................................

[3]
d

Predict the number of peaks in the carbon-13 NMR spectrum of the Sunset Yellow anion.

[1]
8

Capsaicin is found in chilli peppers. You should assume the CH3O group is unreactive in the reactions involved in this question.

Figure 1 of 3 for question 8
Figure 2 of 3 for question 8
Figure 3 of 3 for question 8
a

Name all the functional groups in capsaicin in addition to the CH3O group.

[1]
b

Complete the equation for the reaction of capsaicin with an excess of Br2(aq) in the dark. Draw the structure of the organic product in the labelled box.

[3]
c

Capsaicin is heated with an excess of hydrogen gas in the presence of platinum metal. The six-membered ring reacts in the same way as benzene under these conditions. Draw the structure of the organic product formed.

[2]
d(i)

When capsaicin is treated with reagent J under suitable conditions one of the products is methylpropanoic acid, CH3CH(CH3)COOH. Identify reagent J and any necessary conditions.

[1]
d(ii)

There are three different peaks in the proton (1H) NMR spectrum of CH3CH(CH3)COOH in CDCl3. Table 8.1

environment of protonexamplechemical shift range δ / ppm
alkane−CH3, −CH2−, >CH−0.9–1.7
alkyl next to C=OCH3−C=O, −CH2−C=O, >CH−C=O2.2–3.0
alkyl next to aromatic ringCH3−Ar, −CH2−Ar, >CH−Ar2.3–3.0
alkyl next to electronegative atomCH3−O, −CH2−O, −CH2−Cl3.2–4.0
attached to alkene=CHR4.5–6.0
attached to aromatic ringH−Ar6.0–9.0
aldehydeHCOR9.3–10.5
alcoholROH0.5–6.0
phenolAr−OH4.5–7.0
carboxylic acidRCOOH9.0–13.0

Use Table 8.1 to complete Table 8.2 and state: • the typical proton (1H) chemical shift values (δ) for the protons • the splitting pattern (singlet, doublet, triplet, quartet or multiplet) shown by each peak • the explanation for the splitting patterns of the CH3 protons and the CH proton. Table 8.2

environmentδ / ppmsplitting patternexplanation for splitting pattern
CH3
CH
COOH
[3]
e(i)

Capsaicin is heated with an excess of hot aqueous NaOH. Draw the structures of the two organic products H and K. HC8H10NO2NaKC10H17O2Na

[2]
e(ii)

Name the two types of reaction occurring in (e)(i).

[1]
f

Draw the structure of the organic product L formed when capsaicin is treated with LiAlH4 in dry ether.

[1]
9
Figure 1 of 5 for question 9
Figure 2 of 5 for question 9
Figure 3 of 5 for question 9
Figure 4 of 5 for question 9
Figure 5 of 5 for question 9
a(i)

Benzoyl chloride, C6H5COCl, can be made from ethyl benzene in a two-step process. A reaction scheme is shown. Draw the intermediate organic compound M in the box.

[1]
a(ii)

Suggest suitable reagents and conditions for step 1 and step 2. step 1 ................................................................................................................................. step 2 .................................................................................................................................

[2]
a(iii)

Identify the type of reaction in step 1 and step 2. step 1 ................................................................................................................................. step 2 .................................................................................................................................

[2]
b(i)

C6H5COCl reacts with phenol, C6H5OH, to give the ester phenyl benzoate, C6H5COOC6H5. An incomplete description of the mechanism of this reaction is shown in Fig. 9.1. Complete the mechanism in Fig. 9.1 and include: • all relevant dipoles (δ+ and δ−) and full electric charges (+ and −) on the species in box one and in box two • all relevant lone pairs on the species in box one and in box two • all relevant curly arrows to show the movement of electron pairs in box one and in box two • the formula of the second product in box three.

[4]
b(ii)

Name this mechanism.

[1]
c

Benzoyl chloride, chlorobenzene and chloroethane differ in their rates of hydrolysis when each compound is added separately to water at 25 ∘C. Suggest the relative ease of hydrolysis of these three compounds. Explain your answer. ......................................... ......................................... ......................................... hardest to hydrolyse easiest to hydrolyse explanation

[3]

Mark scheme

9701/41 · Oct/Nov 2023

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1a(i) · 2 marks

  • M1

    F2 + ClO2 → FClO2 + F OR F2 + ClO2 → F2ClO2

  • M2

    ClO2 + F → FClO2 OR F2ClO2 + ClO2 → 2FClO2

1a(ii) · 1 mark

  • 1 mark

    first step AND has one mole / molecule of F2 and ClO2 OR same moles of reactants as orders in rate equation

1b(i) · 1 mark

  • 1 mark

    rate = k [F2][ClO2] / rate = 1.22 [F2][ClO2] AND second / 2 BOTH

1b(ii) · 1 mark

  • 1 mark

    rate = 1.22 × 2 × 10-3 × 2 × 10-3 = 4.88 x 10-6

1c(i) · 2 marks

  • 1 mark

    k1 = (0.693 / 4) = 0.173 OR 1.73 × 10–1 (MUST BE 3SF)

  • 1 mark

    s–1

1c(ii) · 1 mark

  • 1 mark

    at 4 s = 0.001 at 8 s = 0.0005 at 12 s = 0.00025 smooth curve ALL correct

1c(iii) · 1 mark

  • 1 mark

    tangent drawn at 0.00100 mol dm–3 AND gradient dependent on their rate = Y / X in the range = 1.5–2.0 ×10–4

2a · 1 mark

  • 1 mark

    (Kw =)[H+][OH–] OR (Kw =)[H3O+][OH–]

2b(i) · 2 marks

  • M1

    pH values 1.5 AND 12.5

  • M2

    conc of HCl = 10–1.5 = 0.0316 ecf

2b(ii) · 1 mark

  • 1 mark

    sodium chloride / NaCl AND 7

2b(iii) · 1 mark

  • 1 mark

    (mixture Y) 1 to 3 AND (mixture Z) 11 to 13

2c(i) · 3 marks

  • 1 mark

    H2SO4 > CH3CCl2COOH > CH3CH2COOH

  • 2 marks

    explanation: any two bullets [1], any four bullets [2]: - H2SO4 is fully dissociated / strong acid - CH3CH2COOH / CH3CCl2COOH are partly dissociated / weak acids - Cl / chlorine is electron-withdrawing / electronegative - alkyl group (in CH3CH2COOH) is electron donating - stabilises / destabilises anion OR weakens / strengthens O-H bond (linked correctly) - correct reference to release of / donation of / form H+ / proton

2c(ii) · 2 marks

  • 1 mark

    any one correct pair: H3O+ and H2O / H2SO4 and HSO4– / HSO4– and SO42–

  • 1 mark

    all three correct pairs

2d(i) · 1 mark

  • 1 mark

    (the) ratio of the concentrations (of a solute between) two solvents / two liquids (at) equilibrium

2d(ii) · 1 mark

  • 1 mark

    mass = 5-x / x = 7.84 OR mass = x / 5-x = 7.84 mass = 0.5656 g mass = 4.43 g

2d(iii) · 1 mark

  • 1 mark

    Any numbers in which volume of water is 7.84 times volume of hexane e.g. 78.4 cm3 water 10 cm3 hexane

2d(iv) · 1 mark

  • 1 mark

    Q is CH3(CH2)4OH AND it is least polar / contains a large non-polar hydrocarbon chain / stronger id-id forces with hexane in Q OWTTE

3a(i) · 1 mark

  • 1 mark

    (number of possible) arrangements of particles / energy in a system OR measure / degree of disorder in / of a system

3a(ii) · 1 mark

  • 1 mark

    positive / + AND more gas molecules / particles in products OR more moles / molecules in products / RHS

3b · 1 mark

  • 1 mark

    ΔH = (2 × 150) – (1 × 496) (= –196) OR ΔH = (2 × 150) + (4 × 460) – (1 × 496) – (4 × 460) (= –196)

3c · 3 marks

  • 1 mark

    ΔG = ΔH –TΔS seen or used with correct signs

  • 1 mark

    –238 = –196 – 298ΔS leading to ΔS = (+)0.141 / 0.1409 (kJ K–1 mol–1) OR (+)141 / 140.9 (J K–1 mol–1) ecf from ΔG = ΔH + TΔS

  • 1 mark

    141 = (2 × 70) + S(O2(g)) – (2 × 102) leading to S, O2(g) = 205 / 204.94 (J K–1mol–1) ecf

3d · 1 mark

  • 1 mark

    iron(III) chloride / FeCl3 AND same state / phase as reactants / H2O2

3e(i) · 1 mark

  • 1 mark

    hydrogen peroxide / H2O2 AND +2.18

3e(ii) · 2 marks

  • 1 mark

    ΔG = –nE⦵cellF

  • 1 mark

    ΔG = (–2 × 2.18 × 96500) = –420.7 (kJ mol–1) ecf

3f(i) · 2 marks

  • 1 mark

    Nernst: (E =) E⦵ + (0.059 / z)log[ox] / [red] OR (E =) E⦵ + (RT / zF)ln[ox] / [red] OR (E =) 1.82 + (0.059 / 1)log(0.02 / 2)

  • 1 mark

    E = 1.82 + (0.059 / 1)log(0.02 / 2) = (+)1.702 (V) min 2sf OR E = 1.82 + [(8.314 × 298 / 1) × (96 500) ] ln(0.02 / 2) = (+)1.702

3f(ii) · 1 mark

  • 1 mark

    H2O2 + 2H+ + 2Co2+ → 2H2O + 2Co3+

3g(i) · 1 mark

  • 1 mark

    enthalpy change when one mole of gaseous ions forms an aqueous solution / dissolves in water

3g(ii) · 2 marks

  • 1 mark

    Substances with state symbols: AlF3(s), AlF3(aq) OR Al3+(aq) + (3)F–(aq), Al3+(g) (3)F–(g)

  • 1 mark

    changes identified and three correct arrow directions (one given)

3g(iii) · 1 mark

  • 1 mark

    ΔHlatt = –4690 + (3 × – 506) – (–209) = –5999 (kJ mol–1)

4a(i) · 2 marks

  • 1 mark

    any two of: Co(OH)2 OR Co(OH)2(H2O)4; [Co(NH3)6]2+ OR [Co(NH3)6]3+; [CoCl4]2–

  • 1 mark

    all three correct

4a(ii) · 1 mark

  • 1 mark

    pink to blue

4b(i) · 1 mark

  • 1 mark

    2Ca(NO3)2 → 2CaO + 4NO2 + O2 OR Ca(NO3)2 → CaO + 2NO2 + ½O2

4b(ii) · 3 marks

  • M1

    Mg(NO3)2 below 480 °C, Ba(NO3)2 above 520 °C BOTH

  • M2

    ionic radii of M2+ increases down the group OR radii of Ba2+ is greater (than Mg2+) OR charge density of M2+ decreases down the group OR charge density of Ba2+ is smaller (than Mg2+) ORA

  • M3

    (larger cations) polarise / distort anion / NO3– less OR (larger ions) weaken N-O / N=O (bond) less ORA

5a · 2 marks

  • 1 mark

    more than one (stable) oxidation state

  • 1 mark

    empty / vacant (d) orbitals are energetically accessible OR empty / vacant (d) orbitals can form dative bonds with ligands

5b(i) · 1 mark

  • 1 mark

    oxid. no. = + 4 AND coord. no. = 8

5b(ii) · 2 marks

  • 1 mark

    any two of: - for Ag: NC—Ag—CN - angle = labelled 180° - for Cu: tetrahedral diagram - angle = labelled 109–110°

  • 1 mark

    all four points

5c(i) · 1 mark

  • 1 mark

    Kstab = [[Cu(CN)4]3–] / [Cu+] [CN–]4

5c(ii) · 1 mark

  • 1 mark

    [Cu+] = 5.0 × 10–19 (mol dm–3)

5d(i) · 1 mark

  • 1 mark

    mol of I2 = 0.5 × 0.02 × 20.1 / 1000 = 2.01 × 10–4

5d(ii) · 1 mark

  • 1 mark

    mol of Cu = 2.01 × 10–4 × 2 × 4 = 1.608 / 1.61 × 10–3

5d(iii) · 1 mark

  • 1 mark

    % of Cu = 100 × (1.608×10–3 × 63.5) / 0.567 = 18.0

5d(iv) · 2 marks

  • 1 mark

    Cu2+ is d9 / d shell / sub-shell / orbitals is / are not full AND Cu+ is d10 / d shell / sub-shell / orbitals is / are full

  • 1 mark

    d-d* transitions / d electron promotion not possible / possible (linked correctly)

6a(i) · 2 marks

  • 1 mark

    any two of: NH3 = monodentate; EDTA4– = polydentate / hexadentate; CN– = monodentate; C2O42– = bidentate

  • 1 mark

    all four correct

6a(ii) · 1 mark

  • 1 mark

    (ligand that) donates 3 lone pairs to central metal atom / ion OR (ligand that) forms 3 dative bonds to central metal atom / ion

6a(iii) · 1 mark

  • 1 mark

    ref to using the electrons / lone pair on (each) N / amine group

6b(i) · 1 mark

  • 1 mark

    trans = non-polar cis isomer 1 = polar cis isomer 2 = polar ALL

6b(ii) · 1 mark

  • 1 mark

    optical isomers / non-superimposable mirror images

7a · 1 mark

  • 1 mark

    C16H10N2O7S22– OR C16H10N2O7S2

7b · 3 marks

  • 1 mark

    Structure of E (4-aminobenzenesulfonate)

  • 1 mark

    Structure of F (benzenediazonium-4-sulfonate)

  • 1 mark

    Structure of G (4-hydroxynaphthalene-1-sulfonate)

7c · 3 marks

  • M1

    step 1: HNO2 OR NaNO2 + HCl

  • M2

    step 1: T ⩽ 10 °C

  • M3

    step 2: NaOH(aq) / alkaline conditions

7d · 1 mark

  • 1 mark

    14 / fourteen

8a · 1 mark

  • 1 mark

    phenol, amide AND alkene / C=C all three needed

8b · 3 marks

  • M1

    + HBr

  • M2

    structure of the organic product (brominated on benzene ring and across double bond)

  • M3

    correct balanced equation

8c · 2 marks

  • M1

    ring reduced

  • M2

    alkene reduced

8d(i) · 1 mark

  • 1 mark

    hot AND concentrated acidified AND MnO4– / KMnO4 all

8d(ii) · 3 marks

  • 1 mark

    δ values: 0.9-1.7, 2.2-3.0, 9.0-13.0

  • 1 mark

    splitting: doublet, multiplet / heptet / septet, singlet

  • 1 mark

    explanations for SP: 1H on neighbouring C / next to CH / one vicinal proton; 6H on neighbouring C / next to 2 x (CH3) / six vicinal protons

8e(i) · 2 marks

  • 1 mark

    structure of H

  • 1 mark

    structure of K

8e(ii) · 1 mark

  • 1 mark

    hydrolysis AND neutralisation / acid-base

8f · 1 mark

  • 1 mark

    structure of L

9a(i) · 1 mark

  • 1 mark

    structure of M (benzoic acid)

9a(ii) · 2 marks

  • 1 mark

    hot (alkaline) KMnO4 / MnO4–

  • 1 mark

    SOCl2 OR PCl5 OR PCl3 + heat

9a(iii) · 2 marks

  • 1 mark

    oxidation

  • 1 mark

    (nucleophilic) substitution

9b(i) · 4 marks

  • 1 mark

    any two of points 1 to 10

  • 1 mark

    any five of points 1 to 10

  • 1 mark

    any eight of points 1 to 10

  • 1 mark

    all ten points

9b(ii) · 1 mark

  • 1 mark

    (nucleophilic) addition-elimination

9c · 3 marks

  • 1 mark

    order: chlorobenzene, chloroethane, benzoyl chloride

  • 2 marks

    explanation linked to their order: any two [1] any three [2]: - correct link to: strengthening (ArCl / RCl) C-Cl bond OR weakening (RCOCl) C-Cl bond OR C-Cl bond has partially double bond character (ArCl) OR C-Cl is more difficult to break (linked correctly) - chlorobenzene: lone pair / p-orbital on Cl overlaps / delocalised / incorporated with ring - benzoyl chloride: C of C-Cl has most electron deficient OR has an electronegative oxygen atom / two electronegative atoms / electron withdrawing C=O group - chloroethane: electron donating effect / positive inductive effect of alkyl / R group

Questions

  1. 1
    Question 19 marks
    Mark scheme ›
  2. 2
    Question 214 marks
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  3. 3
    Question 317 marks
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  4. 4
    Question 47 marks
    Mark scheme ›
  5. 5
    Question 512 marks
    Mark scheme ›
  6. 6
    Question 66 marks
    Mark scheme ›
  7. 7
    Question 78 marks
    Mark scheme ›
  8. 8
    Question 814 marks
    Mark scheme ›
  9. 9
    Question 913 marks
    Mark scheme ›

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