Fig. 8.1 shows a flow chart summarising several reactions of an organic compound. Compound A is butan-1-ol. In the presence of an acid catalyst, A reacts with ethanoic acid to produce ester B. A is oxidised with $\text{KMnO}_4(\text{aq})/\text{H}_2\text{SO}_4(\text{aq})$ to give compound C. Compound C is shown as a displayed formula with a four-carbon chain and a carboxylic acid group. C reacts with $\text{Na}_2\text{CO}_3(\text{aq})$ to produce D, gas E and liquid F. C also reacts with $\text{NaOH}(\text{aq})$ to give D and liquid F. When C reacts with $\text{CH}_3\text{CH}_2\text{OH}(\text{l})$ in the presence of an acid catalyst, ester G is formed.
(a)[1]
Draw the displayed formula for compound A.
(b)[1]
State the name of ester B.
(c(i))[1]
State the name of compound C.
(c(ii))[1]
Deduce the molecular formula of compound C.
(d)[2]
State the name and formula of compound D.
(e)[2]
State the formula of gas E and of liquid F.
(f)[1]
Draw the structural formula of ester G.
Worked solution & mark scheme
This 9-mark question has a full step-by-step worked solution and mark scheme. One marking point: “Accurate displayed structure of the alcohol” …