Chemistry 9701 · AS & A Level · Polymerisation

Polymerisation — practice question

Fumaric acid is a dicarboxylic acid that occurs naturally. Its structure is shown.
(a)[1]

Identify the products formed when fumaric acid reacts with an excess of hot, concentrated, acidified manganate(VII).

(b(i))[1]

Draw the repeat unit for the addition polymer poly(fumaric acid).

(b(ii))[2]

Draw the repeat unit of the polyester formed when fumaric acid reacts with ethane-1,2-diol, $(\text{CH}_2\text{OH})_2$. The ester linkage should be shown fully displayed.

(b(iii))[1]

Explain why polyesters usually biodegrade more readily than polyalkenes.

(c)[2]

Fumaric acid reacts with cold, dilute, acidified manganate(VII) to produce compound $P$. Only three stereoisomers of $P$ are possible. One stereoisomer is shown. Complete the three-dimensional diagrams in the boxes to show the other two stereoisomers of $P$.

(d)[3]

The enzyme fumarase catalyses the reaction of fumarate ions, $\text{C}_4\text{H}_2\text{O}_4^{2-}$, with water to give malate ions, $\text{C}_4\text{H}_4\text{O}_5^{2-}$.\n\n$\text{C}_4\text{H}_2\text{O}_4^{2-} + \text{H}_2\text{O} \rightleftharpoons \text{C}_4\text{H}_4\text{O}_5^{2-}$\n\nDescribe, using a suitably labelled diagram, how an enzyme such as fumarase can catalyse a reaction.

Worked solution & mark scheme

This 10-mark question has a full step-by-step worked solution and mark scheme. One marking point: $\mathrm{CO_2}$ and $\mathrm{H_2O}$ formed (in words)

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