Chemistry 9701 · AS & A Level · Hydrocarbons

Hydrocarbons — practice question

(a)[3]

State the hybridisation of the carbon atoms in benzene, $\text{C}_6\text{H}_6$, and give the C-C-H bond angle. Explain how orbital overlap results in the $\sigma$ and $\pi$ bonds in benzene.

(b(i))[2]

Compound Z is made from benzene in three steps by the pathway shown in Fig. 4.1. Draw the structures of X and Y in Fig. 4.1.

(b(ii))[3]

Give the reagents and conditions used in steps 1, 2 and 3.

(c)[1]

Compound W is an isomer of Z. State the systematic name for W.

(d)[1]

Complete Table 4.1 by showing the number of peaks seen in the carbon-13 NMR spectrum for W and Z.

Worked solution & mark scheme

This 10-mark question has a full step-by-step worked solution and mark scheme. One marking point: bond angle $120^\circ$; carbons are $sp^2$

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