Question

How do I set up a separation scheme for a solution with 50% methyl-4-aminobenzoate, 40% 1,2,4,5-tetrachlorobenzene, and 10% 1,4-dibromobenzene? The available reagents are 1 M NaOH, 6M NaOH, 1 M HCl, 6 M HCl, 1 M NaHCO3, saturated sodium chloride, diethyl ether, 95% ethanol, methanol, isopropyl alcohol, acetone, hexane, toluene, methylene chloride, and anhydrous sodium sulfate. I need to isolate 2 of the three compounds through extraction

Answer 1

methyl -4-aminobenzoate, 1,2,4,5, tetrachlorobenzene, 1,4-dibromobenzene are separated by organic qualitative analysis method .Mixture on treating with 6M HCl, the aromatic amine compound form salt with HCl, which is extracted with diethyl ether , there is formation of two layer organic layer and aqueous layer The organic layer contains 1,2,4,5, tetrachlorobenzene, 1,4-dibromobenzene while aqueous congaing amine salt of methyl -4-aminobenzoate. Both layer are separated and aqueous layer is treated with 6M Na0H, to generate the methyl -4-aminobenzoate.

Remaining organic layer was treated with sodium sulphate to remove water, and concentrated under reduced pressure. this obtained mixture were treated with methylene chloride and extracted with water the 1,2,4,5, tetrachlorobenzene which is highly nonpolar dissolve in DCM and separated.