Question

Extra-strength Excedrin is a combination of 250 mg acetaminophen 250 mg aspirin, and 65 mg caffeine plus inactive ingredients that are insoluble in water and organic solvents. Using the data in Table E9.1. draw a flowchart to show how these three components could be sepa- rated using their solubility and acid-base properties. Hint: Caffeine is a nitrogen base similar in reactivity to diisobutylamine (Section 7.6.1 and Experiments 2 and 7). HN OH NN OH acetaminophen aspirin caffeine

Answer 1

NHCOCHE COOH NA ди Acid pheno) Base i) Dissolve in theo fö) aq. NaHCO3 ageous layeo o ganic Jlayer NHCOCHE B0- -Coonat Sat | Hст OH NP (67) GM NOOH queous Tayes org layer ETT 'cooH Acid Pure NHCOCH 3 is evaporate etnes bonat Salt Tii)Na₂SO4 1.5m HC) NHCOCHE OH puge Рио е