A Level Chemistry 9701 Paper 42, Oct/Nov 2023

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9701/42 · Oct/Nov 2023

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1

Propanone, CH3COCH3, reacts with iodine, I2, in the presence of an acid catalyst. CH3COCH3+I2→CH3COCH2I+H++I− The rate equation for this reaction is shown. rate=k[CH3COCH3][H+]

a

Complete Table 1.1 to describe the order of the reaction. Table 1.1

order of the reaction with respect to [CH3COCH3]
order of the reaction with respect to [I2]
order of the reaction with respect to [H+]
overall order of the reaction
[2]
b(i)

An experiment is performed using a large excess of CH3COCH3 and a large excess of H+(aq). The initial concentration of I2 is 1.00×10−5 mol dm−3. The initial rate of decrease in the I2 concentration is 2.27×10−7 mol dm−3 s−1. Use the axes to draw a graph of [I2] against time for the first 10 seconds of the reaction.

[1]
b(ii)

State whether it is possible to calculate the numerical value of the rate constant, k, for this reaction from your graph. Explain your answer.

[1]
c

The experiment is repeated at a different temperature. The initial concentrations of H+ ions, I2 and CH3COCH3 are all 0.200 mol dm−3. The value of k at this temperature is 2.31×10−5 mol−1 dm3 s−1. Calculate the initial rate of this reaction. rate=..................................... mol dm−3 s−1

[1]
d(i)

The experiment is repeated using an excess of H+(aq). The new rate equation is shown. rate=k1[CH3COCH3] The value of k1 is 1.1×10−3 s−1. Calculate the value of the half-life, t12. t12=...................................................... s

[1]
d(ii)

Use your answer to (i) to draw a graph of [CH3COCH3] against time for this reaction. The initial value of [CH3COCH3] on your graph should be 0.200 mol dm−3. The final value of [CH3COCH3] on your graph should be 0.0250 mol dm−3.

[1]
e(i)

A four-step mechanism is suggested for the overall reaction. CH3COCH3+I2→CH3COCH2I+H++I−rate=k[CH3COCH3][H+] Part of this mechanism is shown. step 1: CH3COCH3+H+→CH3C+(OH)CH3 step 2: CH3C+(OH)CH3→CH3C(OH)=CH2+H+ step 3: → step 4: CH3C+(OH)CH2I→CH3COCH2I+H+ Write an equation for step 3.

[1]
e(ii)

Suggest the slowest step of the mechanism. Explain your answer.

[1]
e(iii)

Identify one conjugate acid-conjugate base pair in the mechanism. conjugate acid .......................................... conjugate base ..........................................

[1]
2

Benzoic acid, C6H5COOH, is a weak acid. The Ka of benzoic acid is 6.31×10−5 mol dm−3 at 298 K. A 1.00 dm3 buffer solution is made at 298 K containing 1.00 g of C6H5COOH and a slightly greater mass of sodium benzoate, C6H5COO−Na+. This buffer solution has a pH of 4.15.

a

Define buffer solution.

[1]
b(i)

Write equations to show how this solution acts as a buffer solution when the named substances are added to it: dilute aqueous sodium hydroxide

[1]
b(ii)

dilute aqueous nitric acid.

[1]
c

Calculate the H+ concentration and the C6H5COOH concentration in the buffer solution described. Use the expression for the Ka of C6H5COOH to calculate the concentration of C6H5COO−Na+ in the buffer solution. Show your working and give each answer to a minimum of three significant figures. [H+]=.............................. mol dm−3 [C6H5COOH]=.............................. mol dm−3 [C6H5COO−Na+]=.............................. mol dm−3

[3]
d

A 10.0 cm3 sample of the buffer solution is mixed with 10.0 cm3 of 1.00 mol dm−3 KOH. Both solutions are at 298 K. A reaction is allowed to occur without stirring. Two observations are recorded: ● the temperature, after the reaction is complete, is fractionally above 298 K ● the pH, after the reaction, is greater than 13. Explain these two observations.

[2]
e(i)

Magnesium benzoate, Mg(C6H5COO)2, has a solubility in water of less than 1.00 g dm−3 at 298 K. Ksp=[Mg2+][C6H5COO−]2=1.76×10−7 at 298 K Calculate the solubility of Mg(C6H5COO)2 in water at 298 K. Give your answer in g dm−3. Show your working. [Mr: Mg(C6H5COO)2, 266.3] solubility=.............................. g dm−3

[2]
e(ii)

An excess of Mg(C6H5COO)2 is added to a sample of 0.50 mol dm−3 MgSO4 at 298 K. State whether the equilibrium concentration of Mg(C6H5COO)2 is higher than, the same as, or lower than your answer to (i). Explain your answer. The concentration is ..................................................................... the concentration in (i). explanation ........................................................................................................................ ...........................................................................................................................................

[1]
3

Some electrode potentials are shown in Table 3.1. Table 3.1

electrode reactionE⊖/V
V2++2e−⇌V−1.20
V3++e−⇌V2+−0.26
VO2++2H++e−⇌V3++H2O+0.34
VO2++2H++e−⇌VO2++H2O+1.00
Fe2++2e−⇌Fe−0.44
Fe3++3e−⇌Fe−0.04
Fe3++e−⇌Fe2++0.77
2H++2e−⇌H20.00
ClO−+H2O+2e−⇌Cl−+2OH−+0.89
Figure 1 of 2 for question 3
Figure 2 of 2 for question 3
a(i)

Complete the diagram to show a standard hydrogen electrode. Label your diagram. Identify all substances. You do not need to state standard conditions.

[1]
a(ii)

An electrochemical cell is set up using an Fe3+/Fe2+ electrode and a standard hydrogen electrode. Identify the positive electrode in the electrochemical cell and the direction of electron flow in the external circuit. positive electrode .............................................................................................................. Electrons flow from the .............................. electrode to the .............................. electrode.

[1]
b(i)

The vanadium-containing species in the electrode reactions given in Table 3.1 are V, V2+, V3+, VO2+ and VO2+. Identify one vanadium-containing species that does not react with Fe2+ ions under standard conditions. Use data from Table 3.1 to explain your answer.

[1]
b(ii)

Identify all the vanadium-containing species that will react with Fe2+ ions under standard conditions.

[1]
b(iii)

Write an equation for one of the possible reactions identified in (ii).

[1]
c(i)

Another electrochemical cell is set up using an Fe3+/Fe2+ electrode and an alkaline ClO−/Cl− electrode. The concentration of Fe3+ is 1000 times greater than the concentration of Fe2+ in the Fe3+/Fe2+ electrode. All other conditions are standard. Use the Nernst equation to calculate the E value of the Fe3+/Fe2+ electrode. Show your working. E=.............................. V

[2]
c(ii)

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

[1]
d

Another electrochemical cell is set up using an Fe2+/Fe electrode and an alkaline ClO−/Cl− electrode under standard conditions. Calculate the value of ΔG⊖ for the cell. ΔG⊖=.............................. kJ mol−1

[3]
e

A solution of iron(II) sulfate, FeSO4(aq) is electrolysed with iron electrodes. Under the conditions used, no gas is evolved at the cathode. A current of 0.640 A is passed for 17.0 minutes. The mass of the cathode increases by 0.185 g. Use these results to calculate an experimental value for the Avogadro constant, L. Show your working. L=.............................. mol−1

[3]
f(i)

Iron(II) chloride, FeCl2, is oxidised by chlorine to form iron(III) chloride, FeCl3, under standard conditions. 2FeCl2(s)+Cl2(g)→2FeCl3(s)ΔH⊖=−128 kJ mol−1 Table 3.2

speciesS⊖/J K−1 mol−1
Cl2(g)223
FeCl2(s)120
FeCl3(s)142

Use Table 3.2 and other data to calculate the Gibbs free energy change, ΔG⊖, for this reaction. Show your working. ΔG⊖=.............................. kJ mol−1

[3]
f(ii)

Predict whether this reaction becomes more or less feasible at a higher temperature. Explain your answer. The reaction becomes .............................. feasible. explanation ........................................................................................................................ ...........................................................................................................................................

[1]
4

The structure of the polydentate ligand, EDTA4−, is shown in Fig. 4.1. Fig. 4.1 The stability constants, at 298 K, of five octahedral complexes are given in Table 4.1. Table 4.1

complexKstab
[Cu(EDTA)]2−6.31×1019
[Cr(EDTA)]2−1.00×1013
[Cr(EDTA)]−1.00×1024
[Fe(EDTA)]2−2.00×1014
[Fe(EDTA)]−1.26×1025
Figure 1 of 2 for question 4
Figure 2 of 2 for question 4
a

Define stability constant.

[1]
b

Calculate the oxidation states of Cu in [Cu(EDTA)]2− and Cr in [Cr(EDTA)]−. Cu .............................. Cr ..............................

[1]
c

Deduce the number of lone pairs donated by each EDTA4− ligand in a single [Fe(EDTA)]2− complex ion.

[1]
d

Identify the most stable complex in Table 4.1. Explain your choice.

[1]
e

In a solution at equilibrium at 298 K, [[Cu(H2O)6]2+]=3.00×10−10 mol dm−3 and [EDTA4−]=5.00×10−12 mol dm−3. Use the expression for Kstab to calculate the concentration of [Cu(EDTA)]2− in this solution. Show your working. [[Cu(EDTA)]2−]=.............................. mol dm−3

[2]
f

A solution of [Cu(EDTA)]2− ions is pale blue while a solution of [Cu(NH3)4(H2O)2]2+ ions is deep blue. Explain this difference in colour.

[2]
5

Some of the ionic compounds of Group 2 elements undergo thermal decomposition. Thermal decomposition of solid anhydrous magnesium ethanedioate, MgC2O4, occurs above 650∘C. The products are magnesium oxide and a mixture of two different gases, one of which gives a white precipitate with saturated calcium hydroxide solution.

a

Complete the equation for the thermal decomposition of MgC2O4. MgC2O4→

[1]
b

Suggest which of MgC2O4 or CaC2O4 undergoes thermal decomposition at a lower temperature. Explain your answer.

[2]
c

The ethanedioate ion is oxidised by acidified KMnO4. 5C2O42−+2MnO4−+16H+→10CO2+2Mn2++8H2O An experiment is performed to find the solubility of MgC2O4 in water. A 40.0 cm3 sample of saturated aqueous MgC2O4 requires 27.05 cm3 of 0.00200 mol dm−3 acidified KMnO4 to oxidise all the C2O42− ions. Calculate the solubility, in mol dm−3, of MgC2O4 in water. Show your working. solubility=.............................. mol dm−3

[3]
6
Figure 1 of 1 for question 6
a(i)

Phosphine, :PH3, and carbon monoxide, :CO, are monodentate ligands found in some transition element complexes. Define monodentate ligand.

[1]
a(ii)

Define transition element complex.

[1]
a(iii)

Explain why transition elements form complexes.

[1]
b(i)

The formulae of six complexes are given in Table 6.1. The abbreviation en is used for 1,2-diaminoethane. The abbreviation dien is used for the tridentate ligand H2NCH2CH2NHCH2CH2NH2. The dien ligand forms three bonds to the gold ion in [Au(dien)(H2O)2Cl]2+ and Au(dien)Cl3. These three bonds all lie in the same plane. The CO ligand coordinates through the carbon atom in [Rh(CO)2Cl2]+. Table 6.1

formulaisomerism showngeometry
[Rh(en)2Cl2]+yes
[Rh(CO)2Cl2]+yes
[Au(dien)(H2O)2Cl]2+
Au(dien)Cl3nooctahedral
Ni(PH3)2Cl2no
[Ni(H2O)2(NH3)4]2+yes

Complete Table 6.1 to state the geometry of the first three complexes. Each complex is either square planar, tetrahedral or octahedral.

[1]
b(ii)

Use complexes [Au(dien)(H2O)2Cl]2+ and Au(dien)Cl3 to write an equation showing ligand exchange.

[1]
b(iii)

Draw the three-dimensional structure of Au(dien)Cl3 in the box. The dien ligand can be drawn as N⌢N⌢N.

[1]
b(iv)

Draw the three-dimensional structure of Ni(PH3)2Cl2 in the box.

[1]
b(v)

One of the complexes, [Rh(en)2Cl2]+ or [Rh(CO)2Cl2]+, can exist in three isomeric forms. Identify this complex and the types of isomerism shown.

[1]
b(vi)

Draw the three-dimensional structures of the two isomers of [Ni(H2O)2(NH3)4]2+ in the boxes and identify the type of isomerism shown. type of isomerism shown ..............................

[2]
7

Benzene can be used to make benzoic acid in the two-step process shown in Fig. 7.1. Fig. 7.1

Figure 1 of 5 for question 7
Figure 2 of 5 for question 7
Figure 3 of 5 for question 7
Figure 4 of 5 for question 7
Figure 5 of 5 for question 7
a

Give the reagents and conditions for step 1 and step 2. step 1 ........................................................................................................................................ step 2 ........................................................................................................................................

[2]
b

Methylbenzene and benzoic acid each have five different peaks in the carbon (13C) NMR spectrum. Table 7.1

hybridisation of the carbon atomenvironment of carbon atomexamplechemical shift range / ppm
sp3alkylCH3−, −CH2−, −CH<, >C<0–50
sp3next to alkene/arene−C−C=C, −C−Ar25–50
sp3next to carbonyl/carboxylC−COR, C−O2R30–65
sp3next to halogenC−X30–60
sp3next to oxygenC−O50–70
sp2alkene or arene>C=C<, arene ring110–160
sp2carboxylR−COOH, R−COOR160–185
sp2carbonylR−CHO, R−CO−R190–220
spnitrileR−C≡N100–125

Use Table 7.1 to complete the two sentences to suggest descriptions of these two spectra. The carbon (13C) NMR spectrum of methylbenzene: ● has ................. peak(s) in the chemical shift range of ..................... and ● has ................. peak(s) in the chemical shift range of ..................... . The carbon (13C) NMR spectrum of benzoic acid: ● has ................. peak(s) in the chemical shift range of ..................... and ● has ................. peak(s) in the chemical shift range of ..................... .

[2]
c(i)

When treated with Cl2 under suitable conditions, methylbenzene forms compound J. When treated with Cl2 under different conditions with different reagents, methylbenzene forms compound K. Suggest and draw structures of compounds J and K in the boxes. The molecular formula of each compound is given. State the reagents and conditions required to form each product. to form compound J .......................................................................................................... to form compound K ..........................................................................................................

[4]
c(ii)

When treated with a chlorine-containing reagent under suitable conditions, benzoic acid forms compound L. When treated with a different chlorine-containing reagent under different conditions, benzoic acid forms compound M. Suggest and draw structures of compounds L and M in the boxes. The molecular formula of each product is given. State the reagents and conditions to form compound M from benzoic acid.

[3]
8

Lactic acid, CH3CH(OH)COOH, is the only monomer needed to form the polymer polylactic acid, PLA.

Figure 1 of 1 for question 8
a(i)

Draw a short length of the PLA polymer chain, including a minimum of two monomer residues. The methyl groups may be written as −CH3 but all other bonds should be shown fully displayed. Label one repeat unit of polylactic acid on your diagram.

[2]
a(ii)

Give the name of the type of polymerisation involved in the formation of PLA and the name of the functional group that forms between the monomers. type of polymerisation ....................................................................................................... functional group .................................................................................................................

[1]
a(iii)

Predict whether PLA is readily biodegradable. Explain your answer.

[1]
b(i)

The proton (1H) NMR spectrum of CH3CH(OH)COOH in CDCl3 is shown in Fig. 8.1. The proton NMR chemical shift ranges are shown in Table 8.1. 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 Fig. 8.1 and Table 8.1 to complete Table 8.2. Table 8.2

proton environmentchemical shift (δ)name of splitting pattern
−COOH
⩾CH
−OH
−CH3
[3]
b(ii)

Name the substance responsible for the peak at δ=0.0.

[1]
b(iii)

Explain why CDCl3 is a better solvent than CHCl3 for use in proton NMR.

[1]
c(i)

An impure sample of CH3CH(OH)COOH contains pentan-3-one as the only contaminant. The mixture is analysed using gas/liquid chromatography. The pentan-3-one is found to have a longer retention time than the lactic acid. Explain what is meant by retention time.

[1]
c(ii)

Suggest suitable substances, or types of substances, that could be used as the mobile and stationary phases. mobile phase ..................................................................................................................... stationary phase ................................................................................................................

[1]
c(iii)

Describe how the percentage composition of the mixture can be determined from the gas/liquid chromatogram.

[1]
9
Figure 1 of 3 for question 9
Figure 2 of 3 for question 9
Figure 3 of 3 for question 9
a

State the reactants and conditions for two different types of reactions that both produce diethylamine, CH3CH2NHCH2CH3. reaction one .............................................................................................................................. ................................................................................................................................................... reaction two ............................................................................................................................... ...................................................................................................................................................

[4]
b

Describe the relative basicities of diethylamine, phenylamine and ammonia in aqueous solution. Explain your answer in terms of structure. ............................................... ............................................... ............................................... least basic most basic explanation ............................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ...................................................................................................................................................

[3]
c

Phenylamine reacts with HNO2(aq) at 4∘C to form compound P. Compound P reacts with phenol under alkaline conditions at 4∘C. The product of this reaction is acidified, forming azo compound Q. Draw the structure of compound Q. Circle the azo group on your structure. State one use of an azo compound such as Q. compound Q: An azo compound can be used .............................................................................................. .

[2]
d(i)

CH3CH2NHCH2CH3 reacts with ethanoyl chloride, CH3COCl, to give the amide N,N-diethylethanamide, CH3CON(C2H5)2. An incomplete description of the mechanism of this reaction is shown in Fig. 9.1. Complete the mechanism in Fig. 9.1. You should 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]
d(ii)

Name this mechanism.

[1]

Mark scheme

9701/42 · Oct/Nov 2023

Download PDF

1a · 2 marks

  • 1 mark

    1 0

  • 1 mark

    1 2

1b(i) · 1 mark

  • 1 mark

    The line should start at 1  10–5 and decrease to 0.773  10–5 / 7.73  10–6 and be straight for 10 s

1b(ii) · 1 mark

  • 1 mark

    its not possible AND the concentrations in the rate law are not known

1c · 1 mark

  • 1 mark

    9.24  10–7

1d(i) · 1 mark

  • 1 mark

    630

1d(ii) · 1 mark

  • 1 mark

    Three halvings taking equal times, these times to agree with their answer to di.

1e(i) · 1 mark

  • 1 mark

    CH3COH=CH2 + I2 → CH3C+(OH)CH2I + I–

1e(ii) · 1 mark

  • 1 mark

    step 1 AND has (both) substances in rate law.

1e(iii) · 1 mark

  • 1 mark

    CH3C+OHCH3 and CH3COCH3 OR CH3C+(OH)CH3 and CH3C(OH)=CH2 OR CH3C+(OH)CH2I and CH3COCH2I

2a · 1 mark

  • 1 mark

    resists pH change when small amount of acid or alkali is added

2b(i) · 1 mark

  • 1 mark

    C6H5COOH + NaOH → C6H5COO–Na+ + H2O

2b(ii) · 1 mark

  • 1 mark

    C6H5COO–Na+ + HNO3 → C6H5COOH + NaNO3

2c · 3 marks

  • 1 mark

    [H+] = 7.08  10–5

  • 1 mark

    [C6H5COOH] = 8.20  10–3

  • 1 mark

    [C6H5COO–Na+] = 7.31  10–3

2d · 2 marks

  • 1 mark

    neutralisation is exothermic

  • 1 mark

    All of the C6H5COOH has reacted AND excess KOH

2e(i) · 2 marks

  • 1 mark

    If [X] = [Mg2+] = [Mg(C6H5COO–)2] 4X3 = 1.76  10–7 so X = 3.53  10–3

  • 1 mark

    0.940 g dm–3

2e(ii) · 1 mark

  • 1 mark

    lower than AND common ion effect

3a(i) · 1 mark

  • 1 mark

    hydrogen, delivery system, H+, platinum,

3a(ii) · 1 mark

  • 1 mark

    iron . . . . . hydrogen . . . . . iron

3b(i) · 1 mark

  • 1 mark

    (for specified V2+, V3+ or VO2+) Eo is more positive than / above –0.44 AND more negative than / below 0.77 V

3b(ii) · 1 mark

  • 1 mark

    V and VO2+

3b(iii) · 1 mark

  • 1 mark

    V + Fe2+ → V2+ + Fe OR VO2+ + 2H+ + Fe2+ → VO2+ + H2O + Fe3+

3c(i) · 2 marks

  • 1 mark

    Nernst: E = 0.77 + (0.059 / z)log[ox] / [red]

  • 1 mark

    0.947

3c(ii) · 1 mark

  • 1 mark

    2Fe3+ + Cl– + 2OH– → 2Fe2+ + ClO– + H2O

3d · 3 marks

  • 1 mark

    Eocell = 1.33 V

  • 1 mark

    Go = –nEocellF

  • 1 mark

    –257

3e · 3 marks

  • 1 mark

    0.64  17  60 = 653 / 652.8 Coulombs

  • 1 mark

    652.8 ÷ 1.6x10–19 = 4.08  1021 (number of electrons) 4.08  1021 ÷ 2 = 2.04  1021 (number of atoms Fe)

  • 1 mark

    0.185 ÷ 55.8 = 3.31  10–3 (number of moles Fe atoms 2.04  1021 ÷ 3.31  10–3 = L = 6.153  1023

3f(i) · 3 marks

  • 1 mark

    S = –179

  • 1 mark

    G = H –TS

  • 1 mark

    –74.7

3f(ii) · 1 mark

  • 1 mark

    less AND G becomes more positive

4a · 1 mark

  • 1 mark

    equilibrium constant for the formation of a complex in a solvent / from its constituents

4b · 1 mark

  • 1 mark

    +2 AND + 3

4c · 1 mark

  • 1 mark

    Six

4d · 1 mark

  • 1 mark

    [Fe(EDTA)]– AND largest Kstab

4e · 2 marks

  • 1 mark

    [[CuEDTA]2–] ÷ ([[Cu(H2O)6]2+]  [EDTA2–]) = 6.311019

  • 1 mark

    0.095

4f · 2 marks

  • 1 mark

    different E OR different energy gap between d-orbitals

  • 1 mark

    absorption of different wavelength OR absorption of different frequency

5a · 1 mark

  • 1 mark

    MgC2O4 → MgO + CO2 + CO

5b · 2 marks

  • 1 mark

    magnesium ethanedioate decomposes at lower T because Mg2+ has smaller radius than Ca2+

  • 1 mark

    so anion is more polarised by Mg2+

5c · 3 marks

  • 1 mark

    (27.05 ÷ 1000)  0.02 = 5.41  10–5 moles MnO4–

  • 1 mark

    5.41  10–5  5/2 = 1.3525  10–4 moles C2O42–

  • 1 mark

    0.00338 mol dm–3

6a(i) · 1 mark

  • 1 mark

    donates one lp to metal atom or ion

6a(ii) · 1 mark

  • 1 mark

    metal atom or ion bonded to one or more ligands

6a(iii) · 1 mark

  • 1 mark

    has vacant d-orbitals which are energetically accessible

6b(i) · 1 mark

  • 1 mark

    octahedral square planar octahedral

6b(ii) · 1 mark

  • 1 mark

    [Au(dien)(H2O)2Cl]2+ + 2Cl– → [Au(dien)Cl 3] + 2H2O OR [Au(dien)Cl 3] + 2H2O → [Au(dien)(H2O)2Cl]2+ + 2Cl–

6b(iii) · 1 mark

  • 1 mark

    diagram of Au complex with dien ligand and three Cl ligands

6b(iv) · 1 mark

  • 1 mark

    3D tetrahedral diagram showing Ni bonded to two PH3 and two Cl ligands

6b(v) · 1 mark

  • 1 mark

    [Rh(en)2Cl2]+ AND optical AND cis / trans OR geometric

6b(vi) · 2 marks

  • 1 mark

    diagram of cis and trans isomers of [Ni(NH3)4(H2O)2]2+

  • 1 mark

    cis/trans OR geometric

7a · 2 marks

  • 1 mark

    CH3Cl + AlCl3

  • 1 mark

    hot alkaline) MnO4–

7b · 2 marks

  • 1 mark

    4, 110-160, 1, 25-50 either order

  • 1 mark

    4, 110-160, 1, 160-185 either order

7c(i) · 4 marks

  • 1 mark

    either 2-chlorotoluene or 4-chlorotoluene structure for J or K

  • 1 mark

    (chloromethyl)benzene structure for J or K

  • 1 mark

    for the ring substituted product – AlCl3

  • 1 mark

    for the side-chain substituted product – uv

7c(ii) · 3 marks

  • 1 mark

    Structure of 2-chlorobenzoic acid (L)

  • 1 mark

    Structure of benzoyl chloride (M)

  • 1 mark

    PCl3 + heat OR SOCl2 OR PCl5

8a(i) · 2 marks

  • 1 mark

    diagram has trailing bonds, two or more monomer residues AND either repeat unit correct OR ester linkage correct

  • 1 mark

    diagram fully correct

8a(ii) · 1 mark

  • 1 mark

    condensation AND ester

8a(iii) · 1 mark

  • 1 mark

    it is biodegradable because it can hydrolyse

8b(i) · 3 marks

  • 1 mark

    d values: 12, 4.4

  • 1 mark

    5.0, 1.6

  • 1 mark

    splitting patterns: singlet, quartet / quadruplet, singlet, doublet

8b(ii) · 1 mark

  • 1 mark

    TMS / tetramethylsilane

8b(iii) · 1 mark

  • 1 mark

    CDCl3 will not give an absorption / peak OR CHCl3 will give an absorption / peak

8c(i) · 1 mark

  • 1 mark

    time between injection and detection

8c(ii) · 1 mark

  • 1 mark

    an unreactive gas AND a non-polar liquid

8c(iii) · 1 mark

  • 1 mark

    area of peak divided by total area of all peaks  100%

9a · 4 marks

  • 1 mark

    chloroethane and ethylamine

  • 1 mark

    heat, pressure, ethanol

  • 1 mark

    N-ethyl ethanamide CH3CONHC2H5

  • 1 mark

    LiAlH4

9b · 3 marks

  • 1 mark

    phenylamine, ammonia, diethylamine

  • 1 mark

    Two bullet points from: - Availability of lone pair on N to receive H+ - phenylamine – LP, delocalised / overlaps into ring - diethylamine – ethyl are electron donating

  • 1 mark

    Three bullet points from: - Availability of lone pair on N to receive H+ - phenylamine – LP, delocalised / overlaps into ring - diethylamine – ethyl are electron donating

9c · 2 marks

  • 1 mark

    Structure of azo compound Q (4-(phenyldiazenyl)phenol / 4-hydroxydiazoarene structure)

  • 1 mark

    N2 or N=N circled AND dye / colouring

9d(i) · 4 marks

  • 1 mark

    box one: 1 dipole on C=O, 2 LP on N of amine

  • 1 mark

    box one: 3 CA from N of amine to C of acyl chloride, 4 CA from = to O of acyl chloride

  • 1 mark

    box two: 5 + on what was N of amine and nowhere else, 6 – on what was O of acyl chloride and nowhere else, 7 LP on what was O of acyl chloride

  • 1 mark

    box two: 8 CA from N-H bond to what was N of amine, 9 CA from C-Cl bond to what was Cl of acyl chloride, 10 CA from (LP on) O to reform C=O AND box three: 11 HCl

9d(ii) · 1 mark

  • 1 mark

    Addition-elimination

Questions

  1. 1
    Question 110 marks
    Mark scheme ›
  2. 2
    Question 211 marks
    Mark scheme ›
  3. 3
    Question 318 marks
    Mark scheme ›
  4. 4
    Question 48 marks
    Mark scheme ›
  5. 5
    Question 56 marks
    Mark scheme ›
  6. 6
    Question 610 marks
    Mark scheme ›
  7. 7
    Question 711 marks
    Mark scheme ›
  8. 8
    Question 812 marks
    Mark scheme ›
  9. 9
    Question 914 marks
    Mark scheme ›

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