Aspirin/Ibprofen Solubility in Water vs Benzoic Acid

In summary, the solubility of aspirin and ibuprofen in water is highly temperature-dependent, with aspirin having a solubility of 3-4 mg/mL and ibuprofen having a solubility of 21 mg/mL at room temperature. Benzoic acid, on the other hand, has a much higher solubility of 3.7 g/mL. The solubility of these compounds is also affected by factors such as pH and the presence of other solutes. The mechanism of solubility is due to the ability of aspirin and ibuprofen to form hydrogen bonds with water molecules. This is important in pharmaceuticals as the solubility of a drug can greatly impact its effectiveness and bio
  • #1
Ryan_77
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Would you expect to that Aspirin and Ibprofen are more or less soluble in water than benzoic acid? ( I believe it has something to do with the polarity of the bonds but I am unsure how to choose between the two.)
 
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  • #2
Look at the structures. If you put a bunch of greasy groups on the aromatic group what will happen to solubility in water?
 

FAQ: Aspirin/Ibprofen Solubility in Water vs Benzoic Acid

What is the solubility of aspirin/ibuprofen in water?

The solubility of aspirin and ibuprofen in water is highly dependent on temperature. At room temperature (25°C), aspirin has a solubility of approximately 3-4 mg/mL, while ibuprofen has a solubility of approximately 21 mg/mL. As temperature increases, so does the solubility of both compounds.

How does the solubility of aspirin/ibuprofen compare to that of benzoic acid?

The solubility of benzoic acid is significantly higher than that of aspirin and ibuprofen. At room temperature, benzoic acid has a solubility of approximately 3.7 g/mL, making it much more soluble in water compared to aspirin and ibuprofen.

What factors affect the solubility of aspirin/ibuprofen in water?

The solubility of aspirin and ibuprofen in water is influenced by several factors, including temperature, pH, and the presence of other solutes. As mentioned earlier, an increase in temperature leads to an increase in solubility. The pH of the solution can also impact solubility, as aspirin and ibuprofen are weak acids and their solubility decreases in basic conditions. Additionally, the presence of other solutes can affect the solubility of these compounds, as they may compete for the available water molecules.

What is the mechanism of solubility for aspirin/ibuprofen in water?

The solubility of aspirin and ibuprofen in water is due to their ability to form hydrogen bonds with water molecules. The carboxylic acid group present in both compounds is able to interact with the partially positively charged hydrogen atoms in water, allowing for the formation of a stable solution.

Why is the solubility of aspirin/ibuprofen important in pharmaceuticals?

The solubility of a drug can greatly impact its efficacy and bioavailability. In order for a drug to be effective, it must be able to dissolve in the body's fluids and be absorbed into the bloodstream. If a drug has low solubility, it may not dissolve properly and may not be absorbed efficiently, resulting in lower effectiveness. Therefore, understanding the solubility of drugs like aspirin and ibuprofen is crucial for proper dosing and treatment outcomes.

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