Chemistry 9701 · AS & A Level · Nitrogen compounds

Nitrogen compounds — practice question

Ethanolamine and phenylamine are two organic bases of industrial significance. Ethanolamine is a useful solvent because of its basic character, whereas phenylamine is an important starting material in the manufacture of dyes and pharmaceuticals. The table below lists some of their properties, along with those of propylamine.
(a)[2]

Account for why the boiling point of ethanolamine is much higher than that of propylamine. Use a diagram to support your response.

(b)[2]

Describe and explain how the basicities of propylamine and phenylamine compare.

(c)[1]

Write an equation that shows ethanolamine acting as a Brønsted-Lowry base.

(d(i))

Propylamine can be made from bromoethane by the route shown below. Draw the structure of the intermediate compound $X$.

(d(ii))[3]

Suggest reagents and conditions for step 1 and step 2 used to synthesise propylamine from bromoethane.

(e)[4]

Besides their different basic strengths, ethanolamine and phenylamine also show many different reactions. For each compound, describe one test that would be positive for the named compound but negative for the other. Include both the test and the observation.

Worked solution & mark scheme

This 12-mark question has a full step-by-step worked solution and mark scheme. One marking point: Intermolecular hydrogen bonding

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