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3) How do you account for the acidity of the phenolic indicator(In-OH)?

4) Write a flow chart separating phenol (P, pKa =10.0), benzoic acid (B, pKa = 4.2), and

diphenylmethanol (D) by extraction using ether,Et2O, as the solvent. All three compounds are

more soluble in ether than water. In your lab, you have aqueousHCl, NaOH, and NaHCO3

readily available. (Useful pKas: H2O =15.7; H2CO3 = 6.4).

5) Conventional wisdom says that it’s always better to extractwith several small portions rather

than one large portion. Is this really true? CompoundA has a partition coefficient (Kp) of3.5. If

you start with a solution of 150 mg of compoundA in 1.0 mL water, the amount that isrecovered

by extraction with one 300 μL portion of ether is xxx mg.Calculate how much A is recovered after

extraction with three 100 μL portions of ether. (Hint: see ch 37in Zubrick.)

Thank you!!!!

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Reid Wolff
Reid WolffLv2
24 Oct 2019

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