Chemistry 9701 · AS & A Level · An introduction to AS Level organic chemistry

An introduction to AS Level organic chemistry — practice question

P, Q and R compounds have been detected in the atmosphere of one of Saturn’s moons.
(a(i))[2]

The complete combustion equation for P, $\text{C}_4\text{N}_2(l)$, is given here: $\text{C}_4\text{N}_2(l) + 4\text{O}_2(g) \rightarrow 4\text{CO}_2(g) + \text{N}_2(g)$, $\Delta H = -2036\,\text{kJ mol}^{-1}$. The enthalpy change of formation, $\Delta H_f$, of $\text{CO}_2(g)$ is $-384\,\text{kJ mol}^{-1}$. Calculate the enthalpy change of formation, $\Delta H_f$, of P, in $\text{kJ mol}^{-1}$.

(a(ii))[1]

One product of the complete combustion of P is nitrogen gas, $\text{N}_2(g)$. Explain why nitrogen is unreactive.

(b(i))[2]

Q is produced when HCN reacts with ethyne, $\text{H}\! - \! \text{C} \! \equiv \! \text{C} \! - \! \text{H}$. Ethyne, HCN and Q are all weak Brønsted-Lowry acids. Explain what is meant by the term weak Brønsted-Lowry acid.

(b(ii))[2]

Ethyne, HCN and Q each contain triple bonds between two atoms. A triple bond is made up of one sigma ($\sigma$) bond and two pi ($\pi$) bonds. Draw a labelled diagram to show how one pi ($\pi$) bond is formed.

(c)[2]

P and Q may be identified in the atmosphere by infrared spectroscopy. Identify two absorptions, and the bonds corresponding to these absorptions, that would be seen in the infrared spectra of both P and Q.

(d(i))[1]

The flow chart shows some reactions of R. Name the type of reaction shown in reaction 1.

(d(ii))[1]

Draw the structure of S, the organic product of reaction 2.

(d(iii))[1]

Name T.

(d(iv))[1]

T can also be made by reacting $\text{CH}_3\text{CH}_2\text{CH}_2\text{Br}$ with ammonia. State the conditions needed for this reaction.

Worked solution & mark scheme

This 13-mark question has a full step-by-step worked solution and mark scheme. One marking point: $\Delta H_r + (-2036) = 4 \times (-384)$

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