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by the manufacturer? 3. If your mixing of the aqueous sodium bicarbon and layers

ID: 486305 • Letter: B

Question

by the manufacturer? 3. If your mixing of the aqueous sodium bicarbon and layers in the funnel was not thorough, what effect would this have on the yields of the isolated aspirin and What effect would this have on their purity? 4. In the past we used to use sodium hydroxide instead of sodium bicarbonate in this lab. Students frequently observed that their sodium hydroxide solution was colored due to hydrolysis of small quantities of acetaminophen by sodium hydroxide to form which is oxidized to a highly colored compound. Explain where the separation could allow traces of acetaminophen in the aspirin and caffeine solution. The solubility in CH2Cl2 is; acetaminophen, 0.0005; aspirin, 0.033; caffeine, 0.089 g/mL. NH2 HCCH3 NaOH OH 4-Aminophenol Acetaminophen

Explanation / Answer

3. If reaction of NaHCO3 with organic layer is not thorough, the salt formation remains incomplete and less pure product would thus be extracted at the end. This would reduce the yield of the extraction process.

4. Aectaminophen hydrolysis to 4aminophenol which is more polar and goes in the organic layer easily when extracting with organic solvent. The process of adding base to the mixture of components in the organic phase would have aminophenol going in the organic phase.