Primary & Secondary Amines (CIE A Level Chemistry)

Amines will react with acid chlorides to produce a different nitrogen containing product.

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Methylamine can be prepared from chloromethane.

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Chloroethane can also react with methylamine.

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Two separate solutions of methylamine, CH₃NH₂ and dimethylamine, (CH₃)₂NH, were left unlabelled in a laboratory.

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The structural formulae of four isomeric amines, A - D, with the molecular formula C₃H₉N are given in Table 2.1.

Table 2.1

Complete Table 2.1 to give the name and type of each amine. Each amine is primary, secondary or tertiary.

Predict whether amine A or D is a stronger base. Explain your answer. 

Fig. 2.1 shows compound E, which can be formed by the reaction of ethanoyl chloride with one of the amines from Table 2.1.

Fig. 2.1

Identify the amine, A - D, that reacted with ethanoyl chloride to form compound E and name the byproduct of the reaction and the functional group that is formed.

Amine used in the reaction: ..............................

Byproduct of the reaction: ..............................

Functional group formed: ..............................

The structures of hexylamine and cyclohexylamine are shown in Fig. 3.1.

Fig. 3.1

Explain why cyclohexylamine is not an isomer of hexylamine.

Compare the relative basicities of ammonia, hexylamine and phenylamine.

Explain your reasoning.

Hexylamine reacts with ethanoyl chloride, CH₃COCl, to form an amide.

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