Chemistry 9701 · AS & A Level · Analytical techniques

Analytical techniques — practice question

Gas-liquid chromatography uses a stationary phase together with a mobile phase.
(a(i))[1]

Give the name of a suitable substance for each phase, or describe each one precisely.

(a(ii))[1]

Explain what is meant by retention time.

(a(iii))[2]

Calculate the percentage of B in the mixture. Show your calculations.

(b)[2]

Complete Table 9.1 so that it shows the number of peaks in the carbon-13 NMR spectrum for each of the five isomers of $\text{C}_5\text{H}_{10}\text{O}_2$ that contain an ester group.

(c)[2]

State how many peaks would appear in the proton ($^1\text{H}$) NMR spectrum of methyl butanoate, $\text{CH}_3\text{CH}_2\text{CH}_2\text{CO}_2\text{CH}_3$. Name every splitting pattern present in this spectrum.

(d(i))[2]

Deduce the structures of the two esters D and E, then draw their displayed formulae in the boxes below. Both have the molecular formula $\text{C}_5\text{H}_{10}\text{O}_2$.

(d(ii))[1]

The spectrum of D has a quartet at $\delta = 4.1$. On your structure in (i), identify the protons that produce this quartet by labelling them with the letter F. Explain why this peak is split into a quartet.

(d(iii))[1]

The spectrum of E shows a doublet at $\delta = 1.1$. On your structure in (i), identify the protons responsible for this doublet by labelling them with the letter G. Explain why this peak has a chemical shift of $1.1$.

(i)[2]

Deduce the structures of the two esters $D$ and $E$ and draw their displayed formulae in the boxes below. $D$: $\text{C}_5\text{H}_{10}\text{O}_2$. $E$: $\text{C}_5\text{H}_{10}\text{O}_2$.

(ii)[1]

The spectrum of $D$ contains a quartet at $\delta\ 4.1$. Identify the protons responsible for this quartet on your structure in (i) by labelling them with the letter $F$. Explain why this peak is split into a quartet.

(iii)[1]

The spectrum of $E$ shows a doublet at $\delta\ 1.1$. Identify the protons responsible for this doublet on your structure in (i) by labelling them with the letter $G$. Explain why this peak has a chemical shift of $1.1$.

Worked solution & mark scheme

This 16-mark question has a full step-by-step worked solution and mark scheme. One marking point: Stationary phase: non-volatile liquid; mobile phase: inert gas

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