Concept explainers
Salicylic acid, HOC6H4CO2H, and its derivatives have been used as pain relievers for a long time. Salicylic acid occurs in small amounts in the leaves, bark, and roots of some vegetation (most notably historically in the bark of the willow tree). Extracts of these plants have been used as medications for centuries. The acid was first isolated in the laboratory in 1838.
(a) Bath
(b) Aspirin was discovered as a result of efforts to produce a derivative of salicylic acid that would not be irritating to the stomach lining. Aspirin is acetylsalicylic acid, CH3CO2C6H4CO2H. The -CO2H functional group is still present, but its acidity is reduced,
(c) Under some conditions, aspirin reacts with water and forms a solution of salicylic acid and acetic acid:
i. Which of the acids, salicylic acid or acetic acid, produces more hydronium ions in such a solution?
ii. What are the concentrations of molecules and ions in a solution produced by the hydrolysis of 0.50 g of aspirin dissolved in enough water to give 75 mL of solution?
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