Chemistry 9701 · AS & A Level · Nitrogen compounds

Nitrogen compounds — practice question

The structure of cyclohexylamine is displayed.
(a)[3]

Compare the basic strengths of ammonia, cyclohexylamine and phenylamine, and justify your answer.

(b(i))[1]

Name the mechanism shown for the reaction.

(b(ii))[4]

Complete the mechanism for the reaction of cyclohexylamine with $\text{CH}_3\text{COCl}$. $\text{R-NH}_2$ is used to stand for cyclohexylamine. Show all relevant lone pairs of electrons, curly arrows, charges and partial charges.

(b(iii))[1]

Cyclohexylamine reacts with an excess of $\text{CH}_3\text{COCl}$ to form compound M. Compound M has the molecular formula $\text{C}_{10}\text{H}_{17}\text{NO}_2$. Suggest and draw the structure of M.

Worked solution & mark scheme

This 9-mark question has a full step-by-step worked solution and mark scheme. One marking point: basicity order: cyclohexylamine > ammonia > phenylamine

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