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

An introduction to AS Level organic chemistry — practice question

Compound S is a food flavouring. One possible route for the synthesis of S is shown in Fig. 4.1.
(a)[2]

P, Q, R and S display stereoisomerism. Complete Table 4.1 by ticking (✓) the stereoisomerism type shown by each molecule. The stereoisomerism type shown by Q has been provided.

(b(i))[1]

Provide the structural formula for Q.

(b(ii))[1]

Name the mechanism in reaction 2.

(b(iii))[1]

Complete the equation for reaction 3, with R shown as $\text{C}_4\text{H}_9\text{CN}$. $\text{C}_4\text{H}_9\text{CN} + \ldots$

(c(i))[2]

Use the information in Table 4.2 to show that U contains 7 carbon atoms. Show your working.

(c(ii))[2]

Fig. 4.2 shows the infrared spectrum of U. Use Fig. 4.2 and Table 4.3 to identify the functional group in U. Explain your answer fully.

(c(iii))[2]

T also contains only one functional group. Use the information in (c)(i) and your answer to (c)(ii) to identify T and U. Draw the structures of T and U in the boxes.

Worked solution & mark scheme

This 11-mark question has a full step-by-step worked solution and mark scheme. One marking point: Correctly identified geometrical and optical isomerism for molecules P, Q, R and S

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