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question 3 please 3. Although acetanilide and phenacetin aren\'t appreciably aci

ID: 873783 • Letter: Q

Question

question 3 please

3. Although acetanilide and phenacetin aren't appreciably acidic, aceta- minophen (like aspirin) is a stronger acid than water. What problem would you encounter if the unknown component were acetaminophen rather than acetanilide or phenacetin, and you extracted the aspirin with 5% NaOH? Explain, giving equations for any relevant reactions. . Acetaminophen is a weaker cid than carbonic acid (H2CO;), but aspirin is a stronger acid than carbonic acid. Prepare a flow diagram like the one in this experiment, showing a procedure that can be used to separate a mixture of sucrose, aspirin, and acetaminophen. Write balanced reaction equations for the reactions involved (a) when aspirin dissolves in aqueous NaHCO; and (b) when aspirin is precipitated from a sodium acetylsalicylate solution by HCl.Assuming that both reac- tions are spontaneous under standard conditions, label the stronger acid stronger base, weaker acid, and weaker base in each equation.

Explanation / Answer

Acetaminophen consists of a benzene ring core, substituted by one hydroxyl group and the nitrogen atom of an amide group in the para-position (4-position). The amide group is acetamide (ethanamide).

Aspirin consists of a benzene ring core, substituted by one carboxylic acid group and the oxygen atom of an acetoxy group in the ortho-position (2-position).

Since both molecules carry an