Chemistry 9701 · AS & A Level · 6.1

6.1 — practice question

Sometimes propan-2-ol, $(\text{CH}_3)_2\text{CHOH}$, is mixed with fuel so that it burns more readily. Fig. 3.1 illustrates several reactions of propan-2-ol.
(a(i))[1]

Draw the displayed structure of organic compound K.

(a(ii))[1]

State one observation you would make in reaction 2.

(a(iii))[1]

State the type of reaction that is shown in reaction 3.

(a(iv))[1]

Complete Fig. 3.2 to show the pi ($\pi$) bond in L that is formed from orbital overlap.

(b(i))[1]

Write an equation for the reaction of propan-2-ol with sodium.

(b(ii))[3]

The reaction of 2-bromopropane with $(\text{CH}_3)_2\text{CHO}^{-}$ anions follows an $\text{S}_\text{N}1$ mechanism. Complete Fig. 3.4 to show this mechanism. Include charges, dipoles, lone pairs of electrons and curly arrows, as appropriate.

(b(iii))[2]

Suggest how the rate of the $\text{S}_\text{N}1$ reaction would change, if at all, if 2-chloropropane were used instead of 2-bromopropane. Explain your answer.

(b(iv))[1]

N is also blended with petrol so that it burns more smoothly. Write an equation for the complete combustion of N, $\text{C}_6\text{H}_{14}\text{O}$. $\text{C}_6\text{H}_{14}\text{O} \; \ldots$

Worked solution & mark scheme

This 11-mark question has a full step-by-step worked solution and mark scheme. One marking point: the ketone structure is propanone, CH3COCH3

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