Chemistry 9701 · AS & A Level · Carboxylic acids and derivatives

Carboxylic acids and derivatives — practice question

Fig. 6.1 displays two reactions of ethanedioic acid, $\text{HOOC}\text{COOH}$.
(a(i))[1]

Draw the organic product $G$ in the box in Fig. 6.1.

(a(ii))[1]

In Fig. 6.1, $\text{SOCl}_2$ is shown as the reagent that reacts with $\text{HOOC}\text{COOH}$ to give $G$. Identify another reagent that can also react with $\text{HOOC}\text{COOH}$ to form $G$.

(b)[2]

Identify two distinct reagents that oxidise $\text{HOOC}\text{COOH}$ to carbon dioxide and water.

(c)[2]

The ionisation of $\text{HOOC}\text{COOH}$ is shown below. $\text{HOOC}\text{COOH} \rightleftharpoons \text{HOOC}\text{COO}^- + \text{H}^+$ $\text{HOOC}\text{COOH}$ is a much stronger acid than methanoic acid, $\text{HCOOH}$. Offer an explanation for this difference in acidity.

(d(i))[1]

Suggest the identity of $J$ by drawing its structure in the box in Fig. 6.2.

(d(ii))[2]

Identify the reagents and conditions needed for step 1 and step 2.

(d(iii))[2]

Draw one repeat unit of the polymer produced when benzene-1,4-dicarboxylic acid reacts with ethane-1,2-diol, $\text{HOCH}_2\text{CH}_2\text{OH}$. The linkage between the monomers should be shown fully displayed.

(d(iv))[1]

State the type of polymerisation that takes place when benzene-1,4-dicarboxylic acid reacts with ethane-1,2-diol and name the linkage formed between the monomers.

Worked solution & mark scheme

This 12-mark question has a full step-by-step worked solution and mark scheme. One marking point: Either $\text{COCl}_2$ or $\text{COCl}$

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