Date | November 2019 | Marks available | 3 | Reference code | 19N.2.sl.TZ0.3 |
Level | SL | Paper | 2 | Time zone | TZ0 |
Command term | Determine | Question number | 3 | Adapted from | N/A |
Question
The following shows some compounds which can be made from ethene, C2H4.
ethene (C2H4) → C2H5Cl → C2H6O → C2H4O
State the type of reaction which converts ethene into C2H5Cl.
Write an equation for the reaction of C2H5Cl with aqueous sodium hydroxide to produce a C2H6O compound, showing structural formulas.
Write an equation for the complete combustion of the organic product in (b).
Determine the enthalpy of combustion of the organic product in (b), in kJ mol−1, using data from section 11 of the data booklet.
State the reagents and conditions for the conversion of the compound C2H6O, produced in (b), into C2H4O.
Explain why the compound C2H6O, produced in (b), has a higher boiling point than compound C2H4O, produced in d(i).
Ethene is often polymerized. Draw a section of the resulting polymer, showing two repeating units.
Markscheme
«electrophilic» addition ✔
NOTE: Do not accept “nucleophilic addition” or “free radical addition”.
Do not accept “halogenation”.
CH3CH2Cl (g) + OH− (aq) → CH3CH2OH (aq) + Cl− (aq)
OR
CH3CH2Cl (g) + NaOH (aq) → CH3CH2OH (aq) + NaCl (aq) ✔
C2H6O (g) + 3O2 (g) → 2CO2 (g) + 3H2O (g)
OR
CH3CH2OH (g) + 3O2 (g) → 2CO2 (g) + 3H2O (g) ✔
bonds broken:
5(C–H) + C–C + C–O + O–H + 3(O=O)
OR
5(414«kJ mol−1») + 346«kJ mol−1» + 358«kJ mol−1» + 463«kJ mol−1» + 3(498«kJ mol−1») / 4731 «kJ» ✔
bonds formed:
4(C=O) + 6(O–H)
OR
4(804«kJ mol−1») + 6(463«kJ mol−1») / 5994 «kJ» ✔
«ΔH = bonds broken − bonds formed = 4731 − 5994 =» −1263 «kJ mol−1» ✔
NOTE: Award [3] for correct final answer.
K2Cr2O7/Cr2O72−/«potassium» dichromate «(VI)» AND acidified/H+
OR
«acidified potassium» manganate(VII) / «H+» KMnO4 / «H+» MnO4− ✔
NOTE: Accept “H2SO4” or “H3PO4” for “H+”.
Do not accept “HCl”.
Accept “permanganate” for “manganate(VII)”.
distil ✔
C2H6O/ethanol: hydrogen-bonding AND C2H4O/ethanal: no hydrogen-bonding/«only» dipole–dipole forces ✔
hydrogen bonding stronger «than dipole–dipole» ✔
NOTE: Continuation bonds must be shown.
Ignore square brackets and “n”.