27.1 Amines
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Aliphatic amine
Nitrogen atom is attached to at least one straight or branched carbon chain
Aromatic amine
Nitrogen atom is attached to an aromatic ring
Why do amines behave as bases?
Lone pair of electrons on the nitrogen atom can accept a proton
What happens when an amine accepts a proton?
A dative covalent bond is formed between the lone pair of electrons on the nitrogen atom and the proton
How are primary amines formed?
Ammonia reacts with a haloalkane to form an ammonium salt Add aqueous alkali to generate the amine from the salt
Conditions for formation of primary amine
Ethanol is used as the solvent - prevents substitution of haloalkane by water to form alcohols Excess ammonia is used - reduces further substitution of the amine group to form secondary and tertiary amines
How are secondary and tertiary amines formed?
React primary amine with haloalkane Obtain secondary amine from salt by reacting with NaOH
Preparation of aromatic amines
Reduction of nitrobenzene Heated under reflux with Sn and HCl to form phenylammonium React with excess NaOH to produce phenylamine