Acetaminophen is the analgesic sold under the brand name Tylenol. Acetaminophen

Question

Acetaminophen is the analgesic sold under the brand name Tylenol. Acetaminophen contains an amide functional group that can be prepared through a reaction similar to the aspirin synthesis you performed:
a. If a student starts with 2.56 g of p-aminophenol and excess acetic anhydride, what is the theoretical yield of acetaminophen ? Show your calculation.
b. If 2.96 g of acetaminophen are obtained from the reaction, what is the percent yield ? Show your calculation.
c. Would the FeCl3 test be useful as evidence that you successfully produced acetaminophen by this reaction ? Explain your answer. 5 Acetaminophen is the analgesic sold under the brand name Tylenol'. en contains an amide function group that can be prepared through a reaction similar to the aspirin synthesis you performed: NH2 C-CH, HN H3PO ll I H3C- C-O -C CH3 Hic C-OH OH OH p-aminophenol acetic acid acetic anhydride acetaminophen mylenol") a lf a student starts with 2.56 g of paminophenol and excess acetic anhydride, what is the theoretical yield of acetaminophen? Show your calculation. b If 2.96 g of acetaminophen are obtained from the reaction, what is the percent yield? Show your calculation. c would the Fecla test be useful as evidence that you successfully produced acetaminophen by this reaction? Explain your answer.

Explanation / Answer

Given

Mass of P-aminophenol = 2.56 g

Mol. wt of P-aminophenol = 109.126 g/mol

no. of moles of P-aminophenol = Mass / mol.wt = 2.56 g / 109.126 g/mol = 0.02346 moles

According to reaction stoichometry when 1 mole of P-aminophenol reacts with excess acetic anhydride gives 1 mole of acetominophen

No.of moles of Acetominophen formed = 0.02346 moles

Mol. wt of Acetominophen = 151.163 g/mol

Mass of acetominophen = No. of moles of Acetominophen * Mol. wt of Acetominophen

= 0.02346 moles * 151.163 g/mol = 3.55 g

Theoretical yield of acetominophen = 3.55 g Answer

given Actual yield = 2.96 g

Percent yield = (Actual yield / theoretical yield) * 100 % = (2.96 g / 3.55 g) * 100 % = 83.47 %

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