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

ID: 514978 • Letter: A

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 %