Question

You will have to perform all the steps necessary to separate your assigned compound from its impurities and prove through analysis (melting point, boiling point (if applicable), NMR, IR and Rf-values (if applicable)) that your compound is pure:

An organic student was trying to purify acetaminophen from Advil but the extraction using dichloromethane yielded a mixture of caffeine and acetaminophen. Purify the acetaminophen. Provide data to show that your compound is pure.

Materials Available to you:

Solvents: acetone, ethanol, methanol, ethyl acetate, hexanes, diethylether, dichloromethane, chloroform-d for NMR

Aqueous Solutions: 3 M NaOH, 3 M HCl, 1 M NaHCO₃ , saturated NaCl

Drying Agents: sodium sulfate, magnesium sulfate, calcium chloride

Answer 1

HCOCH3 Acetaminophen Caffeine DissoNe in diethyl ether 3м Naoн aqueous Iayeo 0oganic ayer NHCOCH3 Caffeine coateo Soluble Salt evaPourate 6olvent Na504 3т нс! Puse нсHа Caffeine OH Puze