Phenyl Amines Flashcards
why is benzoic acid stronger than ethanoic acid?
When benzoic acid dissociates, it forms the negative benzoate ion. This ion acquires stability by the negative charge becoming delocalized around the ring. Hence, the benzoic acid is formed more readily.
what is the formula of phenyl amine?
C6H5NH2
properties of phenyl amine
colourless liquid
immiscible in water
boiling point of184 degrees celsius
how is phenyl amine prepared?
reduction of nitrobenzene using a mixture of Sn and concentrated HCl
what is phenyl amine?
a weak base due to the lone pair of electrons on the NH2 group
reaction between phenyl amine and nitric acid
When a cold solution of phenyl amine in HCl is added to a cold solution of NaNO3, benzene diazonium chloride is formed.
nucleophilic reaction with benzene diazonium chloride
This compound reacts readily with nucleophiles (negatively charged particles).
During the reaction, the nucleophile substitutes the nitrogen and N2 gas is evolved.
coupling reaction with benzene diazonium chloride
Benzene diazonium chloride reacts with phenol. During the reaction, the diazonium ion substitutes hydrogen from phenol. This reaction results in the joining together of two rings with the N2 group between the rings.
During coupling reactions, bright coloured solids are formed. These solids are called Azo dyes.
how is the coupling reaction done?
This reaction is done by adding a cold solution of phenol in sodium hydroxide (NaOH) to a cold solution of benzene diazonium chloride.
uses of Azo dyes
dying of fabrics
food colouring
indicators in titration experiments
electrophilic substitution reactions
Phenyl amine is an activating group since it undergoes electrophilic substitution reactions with bromine
