HardChemistryHigh School (11–12)Organic Compounds with Functional Groups › Alcohols, Phenols and EthersNumerical
A chemist treats 9.41 g (0.100 mol) of phenol with sodium hydroxide, then with carbon dioxide under…
Contributed by StemPy LabTry it on paper first. A hint, the key idea and the worked solution are here when you need them.
A chemist treats () of phenol with sodium hydroxide, then with carbon dioxide under pressure, then with acid, and isolates salicylic acid in a yield. All of that salicylic acid is then heated with excess ethanoic anhydride and gives aspirin, , in an yield. Use for salicylic acid and for aspirin. Find the mass of salicylic acid and the mass of aspirin.
Need a reminder? The key ideaShow
Bromine water: . Kolbe: phenoxide, , then acid gives salicylic acid. Moles are mass divided by molar mass, and a percentage yield multiplies the theoretical amount.
The worked solution
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Work it out on paper first. It is fine to get stuck or make a mistake: that is how we learn. When you are ready, go through the solution one step at a time, and check each step against your own.
Given. of phenol. Yields and .
Step 1. Salicylic acid. . Mass: .
Step 2. Aspirin. . Mass: .
Check. The overall yield is , so of the phenol reaches aspirin. Aspirin is heavier than salicylic acid because an acetyl group is added.
Answer: of salicylic acid and of aspirin.
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