Question

The Separation of Three Organic Compounds by Acid, Base Reactions and Liquid, Liquid Extraction. Okay, so we had solid benzoic acid, ethyl 4- aminobenzoate, and 9-fluorenone all dissolved in diethyl ether. We separated the basic component by adding 3M HCl, we separated the acidic component by adding 3M NaOH. I don't understand what happens here. To isolate the acidic solution, we added 6 M NaOH and used the vacuum to recover the solid. To isolate the basic solution we added 6M HCl. I did an experiment where a 1:1:1 mixture of Benzoic Acid solid (C6H5COOH), ethyl 4-aminobenzoate solid (C9H11NO2), and 9-fluorenone solid (C13H8O) was dissolved with methylene chloride. Then each component was extracted and tested. I need to come up with a proton transfer chemical reaction that represents what happened in each separation. First separation: HCl was added and two layers formed. aqueous layer was extracted and transfer to a clean container and methylene chlotide layer was left aside. NaOH was added dropwise to aqueouse layer extraction and vacuum filtration was used to extract/separate the basic component ethyl 4-aminobenzoate solid (C9H11NO2)..... I need a flowchart dont know how to built one

Answer 1

Let us represent ehtyl 4-aminobenzoate as .

Its reaction with HCl is as shown.

Its reaction with NaOH is as shown.

Let us represent benzoic acid as PhCOOH.

Its reaction with NaOH is as shown.

Its reaction with HCl is as shown.

9-fluorenone is a neutral compound and does not react with HCl or NaOH.

The flow chart is as shown.