O-LevelChemistryOrganic Chemistry5070/21 · Oct/Nov 2016 · Q710 Marks

Ethenyl ethanoate, CH3CO2CH=CH2, is manufactured by passing a mixture of ethanoic acid, ethene and oxygen over a catalyst at 200°C. CH3CO2H + CH2=CH2 + ½O2 → CH3CO2CH=CH2 + H2O The reaction is exothermic.

(a)Draw an energy profile diagram for this reaction on the axes shown. On your diagram label • the reactants and products, • the enthalpy change for the reaction, • the activation energy.[3]
(b)Ethenyl ethanoate is an unsaturated compound. Describe a chemical test for an unsaturated compound. test observation[2]
(c)The catalyst used in the manufacture of ethenyl ethanoate contains copper. Copper reacts with concentrated nitric acid. Complete the equation for this reaction. Cu + ....HNO3 → Cu(NO3)2 + ....H2O + ....NO2[1]
(d)The structure of ethenyl ethanoate is shown. COCH3 O H C C H H Draw the structure of the addition polymer formed from ethenyl ethanoate.[2]
(e)State two pollution problems caused by non-biodegradable plastics.[2]

This question uses a diagram from the original paper, which isn't shown here. Open the full paper from the past papers archive to see it.

Mark scheme

Marking points from the official mark scheme (Oct/Nov 2016). The mark or mark type is shown in brackets.

[1] reactants labelled on left and products labelled on right AND product level below reactant level (1)
[1] enthalpy change labelled and shown by downward arrow (1)
[1] activation energy as upward arrow from left hand energy level to energy 'hump' above the highest energy level of both products and reactant (1)
[1] bromine water/aqueous bromine/bromine (1)
[1] turns colourless (1)
[1] Cu + 4HNO3 → Cu(NO3)2 + 2H2O + 2NO2 (1)
[1] OCOCH3 | CH–CH2 (1) (representing the repeating unit structure)
[1] extension bonds shown (1)
[1] One mark each for any two suitable points e.g. : • fills landfill sites • litter • when burnt greenhouse gases given off/burning produces poisonous gases • get caught in birds/fish gullets (causing choking/death)

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