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Reactions of Amines with Acids and Acyl Chlorides

Edexcel A-level ChemistryAmines, Amides, Amino Acids and ProteinsLesson 5 of 12

With acids. Amines are bases, so they react with acids to form salts. The lone pair on the nitrogen accepts a proton:

CH3CH2NH2 + HCl → CH3CH2NH3+Cl−

The product, ethylammonium chloride, is a white ionic solid that is soluble in water. Phenylamine, which is only slightly soluble in water, dissolves in hydrochloric acid for the same reason, forming phenylammonium chloride. Adding a strong base such as NaOH removes the proton again and releases the free amine.

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Key terms in this lesson

nucleophile
An electron-pair donor that is attracted to a region of positive charge and forms a new covalent bond there.

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