A Level Chemistry 9701 Paper 21, May/June 2024

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9701/21 · May/June 2024

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1
a

The elements of Group 17 are called halogens. Complete Table 1.1. Table 1.1

halogencolour at 293 K
chlorine
bromine
iodine
[1]
b

State the trend in volatility of the halogens chlorine, bromine and iodine. Explain your answer.

[3]
c(i)

Iodine is made by reacting bromine with sodium iodide. Construct an ionic equation for the reaction of bromine with sodium iodide.

[1]
c(ii)

State the role of bromine in the reaction. Explain your answer.

[1]
d(i)

Concentrated sulfuric acid is added to separate samples containing equal amounts of NaCl, NaBr and NaI. All three samples initially react to produce the hydrogen halide. Write an equation to describe the acid–base reaction that occurs when concentrated sulfuric acid reacts with NaBr.

[1]
d(ii)

Deduce which sodium halide, NaCl, NaBr or NaI, produces the largest percentage yield of hydrogen halide when concentrated sulfuric acid is added. Explain your answer by considering the relative reactivity of the halide ions as reducing agents. identity of sodium halide .................................................................................................... explanation ........................................................................................................................

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

Sulfur chloride, SCl2, is a liquid at room temperature. When SCl2 is added to water, misty fumes are seen and a solution is made that turns universal indicator red. Identify the type of reaction that occurs when SCl2 is added to water.

[1]
a(ii)

Name a chloride of a different Period 3 element that is also a liquid at room temperature and produces misty fumes when added to water.

[1]
b(i)

A molecule of SCl2 contains two S−Cl covalent bonds. Complete the dot-and-cross diagram in Fig. 2.1 to show the arrangement of the outer electrons in a molecule of SCl2. Use × to show electrons from the chlorine atoms. Use ∙ to show electrons from the sulfur atom.

[2]
b(ii)

Predict the shape of, and bond angle in, a molecule of SCl2 by using VSEPR theory. shape ................................................................................................................................ bond angle ........................................................................................................................

[2]
c(i)

Solid magnesium nitride, Mg3N2, is a crystalline solid. Deduce the oxidation numbers of magnesium and nitrogen in magnesium nitride to complete Table 2.1. Table 2.1

oxidation number in Mg3N2
magnesium
nitrogen
[1]
c(ii)

Magnesium nitride reacts with an excess of water to produce ammonia and magnesium hydroxide only. Construct an equation to describe this reaction.

[1]
c(iii)

Explain why the solution produced in the reaction in (c)(ii) has a pH greater than 7. Refer to the products of the reaction in your answer.

[2]
d(i)

Boron nitride is a white solid that melts above 2900 ∘C. Fig. 2.2 shows part of the lattice structure of a crystal of boron nitride. Use Fig. 2.2 to deduce the empirical formula of boron nitride.

[1]
d(ii)

Suggest the identity of another crystalline solid that has atoms arranged in layers similar to that of solid boron nitride.

[1]
3
a

Define Le Chatelier’s principle.

[2]
b

Reaction 1 describes the reversible reaction between yellow Fe3+(aq) and colourless SCN−(aq) to produce red FeSCN2+(aq). reaction 1Fe3+(aq)+SCN−(aq)⇌FeSCN2+(aq)ΔH=−x kJ mol−1 yellowcolourlessred A mixture of Fe3+(aq), SCN−(aq) and FeSCN2+(aq) is at equilibrium at 20 ∘C. The temperature of this mixture is then increased to 50 ∘C and allowed to reach equilibrium. Deduce the changes that occur, if any, in the equilibrium mixture at 50 ∘C compared to the equilibrium mixture at 20 ∘C. • change in appearance • change in relative concentration of FeSCN2+(aq) • change in value of the equilibrium constant, Kc

[3]
c(i)

In another experiment, equimolar amounts of Fe3+(aq) and SCN−(aq) are mixed together and allowed to reach equilibrium. The total volume of the mixture is 25.0 cm3. reaction 1Fe3+(aq)+SCN−(aq)⇌FeSCN2+(aq) At equilibrium the mixture contains: • [SCN−]=1.30×10−3 mol dm−3 • [FeSCN2+]=0.300×10−3 mol dm−3. Calculate the initial amount, in mol, of Fe3+(aq) added to SCN−(aq) to produce this mixture. initial amount of Fe3+(aq) = .............................. mol

[2]
c(ii)

Calculate Kc for reaction 1 and state its units. Show your working. Kc = .............................. units ..............................

[2]
4
a

Define enthalpy change of formation.

[2]
b(i)

Iron is made when iron(III) oxide is heated with carbon monoxide, as shown by reaction 2. reaction 2Fe2O3+3CO→2Fe+3CO2 Table 4.1 shows enthalpy change of formation data measured at 298 K and 101 kPa. Complete Table 4.1 by adding equations with relevant state symbols to represent: • standard enthalpy change of formation for Fe2O3 • standard enthalpy change of formation for CO.

[2]
b(ii)

Use the data in Table 4.1 to calculate the enthalpy change of reaction, ΔHr, in kJ mol−1, for reaction 2. Show your working. ΔHr = .............................. kJ mol−1

[2]
5

Hydrocarbon molecules contain covalent bonds.

Figure 1 of 1 for question 5
a

Define covalent bond.

[1]
b(i)

A C=C bond in an alkene is made from a σ bond and a π bond. Identify the hybridisation of the carbon atoms in a C=C bond in an alkene.

[1]
b(ii)

Draw labelled diagrams to show, in terms of orbital overlap, how the σ and π bonds are made in a C=C bond. σ bond π bond

[2]
c(i)

In electrophilic reactions involving alkenes the π bond of C=C is broken. Suggest one difference between σ and π bonds that explains why the π bond is broken in electrophilic addition reactions involving alkenes.

[1]
c(ii)

Complete Fig. 5.1 to show the mechanism for the electrophilic addition of hydrogen bromide to 2-methylpropene to produce the major organic product. Include charges, dipoles, lone pairs of electrons and curly arrows, as appropriate.

[4]
6
Figure 1 of 7 for question 6
Figure 2 of 7 for question 6
Figure 3 of 7 for question 6
Figure 4 of 7 for question 6
Figure 5 of 7 for question 6
Figure 6 of 7 for question 6
Figure 7 of 7 for question 6
a(i)

V shows stereoisomerism. Explain what is meant by stereoisomerism.

[1]
a(ii)

Deduce the number of stereoisomers of V. Explain your reasoning.

[2]
a(iii)

Deduce the molecular formula of V.

[1]
a(iv)

Name all the functional groups present in V.

[1]
b(i)

Fig. 6.2 shows two reactions involving V. Identify the role of reagent T for each functional group that reacts in reaction 1.

[1]
b(ii)

Suggest the identity of reagent U in reaction 2.

[1]
c(i)

Both functional groups in one molecule of Y react with an inorganic reagent to form one molecule of Q and one molecule of methanol, CH3OH, as shown in Fig. 6.3. Part of the mass spectrum for Q is shown in Fig. 6.4. Only peaks with m/e greater than 198 are shown. Calculate the relative abundance, x, of the peak at m/e=201. Show your working. x = ..............................

[2]
c(ii)

Q contains only hydroxyl functional groups. Complete Table 6.1 to show the observations that occur when 2,4-dinitrophenylhydrazine (2,4-DNPH reagent) is added to separate samples of Y and Q. Table 6.1

observation on addition of 2,4-DNPH reagent
Y
Q
[1]
c(iii)

Under certain conditions, 0.0020 mol of Q reacts with an excess of sodium to produce a total of 44.8 cm3 of gas at s.t.p. Calculate the number of hydroxyl groups present in a molecule of Q. Show your working. number of hydroxyl groups = ..............................

[2]
c(iv)

Use Table 6.2 to describe and explain two differences between the infrared spectrum of Y and Q in the region above 1500 cm−1.

[2]

Mark scheme

9701/21 · May/June 2024

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1a · 1 mark

  • 1 mark

    chlorine: green, bromine: brown, iodine: (dark) grey (All three correct for one mark)

1b · 3 marks

  • M1

    (it / volatility) decreases

  • M2

    more electrons in molecules

  • M3

    (so) increased strength of instantaneous dipole – induced dipole forces (of attraction)

1c(i) · 1 mark

  • 1 mark

    Br2 + 2I– → 2Br – + I2

1c(ii) · 1 mark

  • 1 mark

    (Br2 / bromine is an) oxidising agent AND removes electron(s) from iodide (ions) I– OR increases the oxidation number of I– / iodide (ion)

1d(i) · 1 mark

  • 1 mark

    NaBr + H2SO4 → HBr + NaHSO4 OR 2NaBr + H2SO4 → 2HBr + Na2SO4

1d(ii) · 3 marks

  • M1

    sodium chloride

  • M2

    Cl – is not a strong enough reducing agent to reduce H2SO4 (OR ability to behave as reducing agents increases down the group)

  • M3

    Br– & I– are strong enough reducing agents to react (further) with (the S in) H2SO4 (OR EITHER Cl – is not strong enough to reduce H2SO4 OR Br – and I– react (further) with (the S in) H2SO4)

2a(i) · 1 mark

  • 1 mark

    hydrolysis

2a(ii) · 1 mark

  • 1 mark

    silicon(IV) chloride / silicon tetrachloride

2b(i) · 2 marks

  • M1

    1 shared pair of electrons between each S-Cl shown as •x

  • M2

    6 non-bonding electrons around each Cl shown as x AND 4 non-bonding electrons around S shown as •

2b(ii) · 2 marks

  • M1

    shape non-linear

  • M2

    bond angle 103–105(°)

2c(i) · 1 mark

  • 1 mark

    magnesium: (+)II / 2(+), nitrogen: –III / 3– (Both correct for one mark)

2c(ii) · 1 mark

  • 1 mark

    Mg3N2 + 6H2O → 3Mg(OH)2 + 2NH3

2c(iii) · 2 marks

  • M1

    due to OH–(aq)

  • M2

    EITHER acid-base reaction of water by ammonia OR dissociation of (some) Mg(OH)2

2d(i) · 1 mark

  • 1 mark

    BN

2d(ii) · 1 mark

  • 1 mark

    graphite

3a · 2 marks

  • M1

    (if a change in conditions occurs) the equilibrium shifts

  • M2

    to minimise the change in conditions

3b · 3 marks

  • M1

    change in appearance paler red / more yellow / less orange

  • M2

    change in relative concentration of FeSCN2+(aq) lower

  • M3

    change in value of the equilibrium constant, Kc lower

3c(i) · 2 marks

  • M1

    deduce the concentration of SCN– present in initial mixture: [SCN– eq’m] = [Fe3+ eq’m] = [original SCN-] – [FeSCN2+ produced], 1.30 × 10-3 + 0.300 × 10-3 = 1.60 × 10-3 mol dm-3

  • M2

    find initial amount of Fe3+ initially: M1 × 25 / 1000 = amount of Fe3+ added initially = 4.00 × 10-5 (mol)

3c(ii) · 2 marks

  • M1

    value for Kc = 178

  • M2

    units = mol-1 dm3

4a · 2 marks

  • M1

    (enthalpy change / energy change) when one mole of a compound / substance is formed

  • M2

    from its elements in their standard states

4b(i) · 2 marks

  • 2 marks

    Fe2O3: 2Fe (s) + 3/2 O2 (g) → Fe2O3 (s), –824.2; CO: C (s) + 1/2 O2 (g) → CO (g), –110.5; CO2: C (s) + O2 (g) → CO2 (g), –393.5

4b(ii) · 2 marks

  • 1 mark

    evidence of use of correct expression and / or any rearrangement of only these bond energy values AND use correct stoichiometry for these bond energy values only

  • 1 mark

    calculate their expression correctly provided the expression uses only addition / subtraction and all 3 values (= –24.8 kJ mol-1)

5a · 1 mark

  • 1 mark

    (electrostatic) attraction between nuclei of two atoms and shared pair of electrons

5b(i) · 1 mark

  • 1 mark

    sp2

5b(ii) · 2 marks

  • M1

    σ bond – diagram showing how σ bond is made from direct overlap of orbitals

  • M2

    π bond - diagram showing how π bond is made from sideways overlap of 2× p– orbitals

5c(i) · 1 mark

  • 1 mark

    EITHER (pair of) electrons in π bond are further away from the nuclei so weaker attraction OR (pair of) electrons in σ bond are closer to the two nuclei so stronger attraction

5c(ii) · 4 marks

  • M1

    arrow from = of C=C to H of H-Br

  • M2

    correct dipole on H-Br AND arrow from H-Br bond to Br

  • M3

    correct intermediate AND 2-bromopropane

  • M4

    arrow from lone pair on Br— to C+ of their intermediate (with +ve or δ+ charge)

6a(i) · 1 mark

  • 1 mark

    (molecules with the) same structural formula (and same molecular formula) with different arrangement of atoms / groups in space

6a(ii) · 2 marks

  • M1

    number of stereoisomers = 8

  • M2

    reasoning: 2 chiral centres AND 1 C=C (producing a cis-and trans or geometrical pair)

6a(iii) · 1 mark

  • 1 mark

    C13H20O3

6a(iv) · 1 mark

  • 1 mark

    ester AND carbonyl / ketone AND C=C (bond) / alkene

6b(i) · 1 mark

  • 1 mark

    reducing agent for C=O AND C=C

6b(ii) · 1 mark

  • 1 mark

    sodium borohydride / NaBH4

6c(i) · 2 marks

  • M1

    deduce n = 12 (from Y – 1C (in methanol))

  • M2

    (100 × x) ÷ (1.1 × 100) = 12 (so) x = 13.2

6c(ii) · 1 mark

  • 1 mark

    Y: orange precipitate, Q: no precipitate (Both correct for one mark)

6c(iii) · 2 marks

  • M1

    answer indicates that OH group(s) in Q react with Na to produce the H2 in the ratio 1 mol OH : ½ mol H2

  • M2

    uses data to show 2OH groups

6c(iv) · 2 marks

  • M1

    Y will have absorption / peak / trough between 1670–1740 due to C=O (Q will not)

  • M2

    Q will have absorption / peak / trough between 3200–3600 due to O-H (Y will not)

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