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So we had solid benzoic acid, ethyl 4- aminobenzoate, and 9-fluorenone all dissolved in diethyl ether (4ml). 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. Here are the questions I am having trouble with...

• Explain why two layers formed when 3 M NaOH was added to the ether solution after the initial separation. What solvents do the two layers represent? Which solvent forms the upper layer? Why?

• Draw an equation to illustrate the chemical reaction that occurs when NaOH was added to the ether solution

• What chemical(s) dissolved in to the upper layer? What chemical(s) went in to the lower layer? Why?

• Draw a flow chart to represent the extraction protocol

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