Nitrogen compounds — Chemistry 9701 AS & A Level Question & Worked Solution

(a(i))[2]

State and explain how the acidities of ethanol and phenol compare.

(a(ii))[3]

In the table below, state the reaction conditions used to form organic products D and E, then draw their structures.

(a(iii))[1]

Name the mechanism of the reaction that forms compound E.

(b(i))[1]

Phenylamine reacts with aqueous bromine to give compound F. Describe the appearance of compound F.

(b(ii))[1]

Phenylamine reacts with nitrous acid to form a diazonium salt. State the conditions for this reaction.

(b(iii))[2]

The diazonium salt in (ii) reacts with an alkaline solution of phenol to produce a coloured compound, G. Draw the structure of G.

(c(i))[1]

An isomer of H is another primary amine J which also has three peaks in its carbon-13 NMR spectrum. Use this information to suggest the structure of J.

(c(ii))[1]

Another isomer of H is the tertiary amine K. It has three peaks in its proton NMR spectrum. One of the peaks is a doublet. Circle the protons responsible for the doublet.

Nitrogen compounds — practice question

Worked solution & mark scheme