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Question 18M.2.hl.TZ1.3

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Date May 2018 Marks available [Maximum mark: 16] Reference code 18M.2.hl.TZ1.3
Level hl Paper 2 Time zone TZ1
Command term Calculate, Determine, Draw, Explain, Formulate, Justify, Outline, Show, State Question number 3 Adapted from N/A
3.
[Maximum mark: 16]
18M.2.hl.TZ1.3

This question is about ethene, C2H4, and ethyne, C2H2.

(a.i)

Ethyne, like ethene, undergoes hydrogenation to form ethane. State the conditions required.

[2]

Markscheme

nickel/Ni «catalyst»

 

high pressure

OR

heat

 

Accept these other catalysts: Pt, Pd, Ir, Rh, Co, Ti.

Accept “high temperature” or a stated temperature such as “150 °C”.

[2 marks]

(a.ii)

Outline the formation of polyethene from ethene by drawing three repeating units of the polymer.

[1]

Markscheme

M18/4/CHEMI/HP2/ENG/TZ1/03.a.ii/M

 

Ignore square brackets and “n”.

Connecting line at end of carbons must be shown.

[1 mark]

(b)

Ethyne reacts with chlorine in a similar way to ethene. Formulate equations for the following reactions.

 

[2]

Markscheme

ethyne: C2H2 + Cl2 → CHClCHCl

benzene: C6H6 + Cl2 → C6H5Cl + HCl

 

Accept “C2H2Cl2”.

[2 marks]

(c.i)

Under certain conditions, ethyne can be converted to benzene.

Determine the standard enthalpy change, ΔHΘ, for the reaction stated, using section 11 of the data booklet.

3C2H2(g) → C6H6(g)

[2]

Markscheme

ΔHΘ = bonds broken – bonds formed

«ΔHΘ = 3(C≡C) – 6(CC)benzene / 3 ×  839 – 6 ×  507 / 2517 – 3042 =» –525 «kJ»

 

Award [2] for correct final answer.

Award [1 max] for “+525 «kJ»”.

Award [1 max] for:

«ΔHΘ = 3(C≡C) – 3(CC) – 3(C=C) / 3 ×  839 – 3 ×  346 – 3 ×  614 / 2517 – 2880 =» 363 «kJ».

[2 marks]

(c.ii)

Determine the standard enthalpy change, ΔHΘ, for the following similar reaction, using ΔHf values in section 12 of the data booklet.

3C2H2(g) → C6H6(l)

[2]

Markscheme

ΔHΘ = ΣΔHf (products) – ΣΔHf (reactants)

«ΔHΘ = 49 kJ – 3 ×  228 kJ =» –635 «kJ»

 

Award [2] for correct final answer.

Award [1 max] for “+635 «kJ»”.

[2 marks]

(c.iii)

Explain, giving two reasons, the difference in the values for (c)(i) and (ii). If you did not obtain answers, use −475 kJ for (i) and −600 kJ for (ii).

[2]

Markscheme

ΔHf values are specific to the compound

OR

bond enthalpy values are averages «from many different compounds»

 

condensation from gas to liquid is exothermic

 

Accept “benzene is in two different states «one liquid the other gas»” for M2.

[2 marks]

(c.iv)

Calculate the standard entropy change, ΔSΘ, in J K−1, for the reaction in (ii) using section 12 of the data booklet.

[1]

Markscheme

«ΔSΘ = 173 – 3 ×  201 =» –430 «J K–1»

[1 mark]

(c.v)

Determine, showing your working, the spontaneity of the reaction in (ii) at 25 °C.

[3]

Markscheme

T = «25 + 273 =» 298 «K»

ΔGϴ «= –635 kJ – 298 K × (–0.430 kJ K–1)» = –507 kJ

ΔGϴ < 0 AND spontaneous

 

ΔGϴ < 0 may be inferred from the calculation.

[3 marks]

(d)

One possible Lewis structure for benzene is shown.

M18/4/CHEMI/HP2/ENG/TZ1/03.d

State one piece of physical evidence that this structure is incorrect.

[1]

Markscheme

equal C–C bond «lengths/strengths»

OR

regular hexagon

OR

«all» C–C have bond order of 1.5

OR

«all» C–C intermediate between single and double bonds

 

Accept “all CCC bond angles are equal”.

[1 mark]