Answer:
The flow chart is found in the attachment
Explanation:
The mixture of 4-chloroaniline, benzoic acid and 1,4-dibromobenzene is separated based on their different solubility properties.
4-nitroaniline is basic and is first extracted using an acid, hydrochloric acid.
Benzoic acid is an acid, hence is extracted using a base, using either sodium hydrogen carbonate or sodium hydroxide.
1,4-dibromobenzene is neutral and is extracted from an organic solvent by evaporation using its property of solubility in an organic solvent.
In the flow chart illustrating the separation process, first the mixture of organic compounds is dissolved in ether, an organic solvent and then placed in a s eparatory funnel.
Then, the basic amine compound, 4-chloroaniline is removed from the organic layer into an aqueous layer by adding an inorganic acid, HCl. The aqueous lower layer is drained into a conical flask. The 4-chloroaniline is then precipitated out of solution by adding concentrated NaOH dropwise.
The organic acidic, benzoic acid is then extracted from the organic layer by adding an inorganic base, sodium hydrogen carbonate. The lower aqueous layer is drained into another flask. Benzoic acid is then precipitated out of solution by adding a concentrated solution of HCL.
The neutral 1,4-dibromobenzene is then obtained by evaporation of the organic solvent
