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How should the components be separated? Advance Preparation Each student will be

ID: 903911 • Letter: H

Question

How should the components be separated? Advance Preparation Each student will be assigned a mixture of three compounds These mix- Each student will be assigned a mixture of three compounds. These mix- tures are: · 50% benzoic acid, 40% benzoin, 10% 1,4-dibromobenzene 50% fluorene, 40% o-toluic acid, 10% 1,4-dibromobezene · 50% ethyl 4-aminobenzoate, 40% benzoin, 10% 1,4-dibromobenzene · 50% ethyl 4-aminobenzoate, 40% benzil, 10% 1,4-dibromobenzene 50% o-toluic acid, 40% fluorene, 10% 1,4-dibromobenzene Before coming to the laboratory, you must work out a detailed proce- dure that can be used to separate, isolate, and purify wo of the three com- pounds in your mixture. You may not be able to specify all the reagents or volumes required ahead of time, but the procedure should be as complete as possible. It will be helpful to consult some of your previous experiments in er to get a sense of what the procedures should be like. HCL,6 M HCL ethanol, methanol, isopropyl a order to get a Ic he following reagents will be available: 1 M NaOH, 6 M NaOH, 1 M etha 6 M HCI 1 M NaHCO3 saturated sodium chloride, diethyl ether, 95% methanol, isopropyl alcohol, acetone, hexane, toluene, methylene

Explanation / Answer

1)First of all, you wash the material containing 1,4-dibromobenzene, benzoin, and benzoic acid with ether and add acid to cause benzoic acid to go into the aqueous phase. This would cause 1,4-dibromobenzene to partition into the organic or ether phase while benzoin and benzoic acid would separate into the aqueous phase. After separating the aqueous phase from the organic via a separatory funnel, you could just evaporate the ether and you have 1,4 dibromobenzene. To separate benzoin and benzoic acid, you have to use there solubility. Add base to the aqueous phase until benzoic acid preciptates from solution and then remove the solution and dry to get the benzoin and benzoic acid separated .

2)

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