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

Carboxylic acids and derivatives — practice question

Compound $Q$ is a thick liquid and mixes with water extremely well. The $M_r$ of $Q$ is $90.0$. Three likely structures for $Q$ are given: $\text{R: HOCH}_2\text{CH}_2\text{CO}_2\text{H}$, $\text{S: HOCH}_2\text{CO}_2\text{CH}_3$, $\text{T: HCO}_2\text{CH}_2\text{CH}_2\text{OH}$.
(a(i))

What kind of isomerism is shown by $R$, $S$ and $T$?

(a(ii))

Which oxygen-containing functional groups are found in $R$, $S$ and $T$? Write their full names.

(a(iii))

Which functional group(s) in (ii) react with sodium carbonate?

(a(iv))[6]

Which functional group(s) in (ii) react with sodium metal?

(b(i))

Calculate the amount, in moles, of carbon dioxide formed when $0.002\ \text{mol}$ of $Q$ reacts with an excess of solid sodium carbonate, $\text{Na}_2\text{CO}_3$, giving $24\ \text{cm}^3$ of carbon dioxide measured at room temperature and pressure.

(b(ii))[2]

Hence calculate the amount, in moles, of carbon dioxide produced by $1\ \text{mol}$ of $Q$.

(c(i))

Calculate the amount, in moles, of hydrogen molecules formed when $0.002\ \text{mol}$ of $Q$ reacts with an excess of metallic sodium to give $48\ \text{cm}^3$ of hydrogen measured at room temperature and pressure.

(c(ii))[2]

Hence calculate the amount, in moles, of hydrogen molecules formed by $1\ \text{mol}$ of $Q$.

(d)[5]

Use your answers to (b) and (c) to decide which structure, $R$, $S$ or $T$, is the structure of $Q$ and write balanced equations for the reactions that took place, including the reaction with sodium carbonate and the reaction with sodium metal.

Worked solution & mark scheme

This 15-mark question has a full step-by-step worked solution and mark scheme. One marking point: Structural or functional group isomerism

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