Why Are Ether and Chloroform Not Suitable Solvents for ASA?

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Ether and chloroform are unsuitable solvents for dissolving aspirin (ASA) due to their high volatility and inability to effectively interact with the polar nature of ASA. Isopropyl alcohol, being a protic solvent, offers better solubility for ASA and allows for effective titration with NaOH. The discussion highlights that the solubility of NaOH in ether or chloroform would be problematic, as these solvents do not support the necessary chemical interactions. The choice of solvent is crucial for the success of the experiment, emphasizing the importance of using a solvent that can adequately dissolve both the solute and the titrant. Overall, isopropyl alcohol is preferred for its compatibility with ASA and NaOH in the titration process.
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I am trying to help my son with his experiment with asa(aspirin). He titrated asa powder that was dissolved in isopropyl alcohol with NaOH. One of the questions in the inquiry was why were ether or chloroform not used to dissolve the asa? I am not certain that the answer is related to the volatility of both ether and choloroform, relative to isopropyl alcohol, or due to the fact that the alcohol is a protic solvent rather than an aprotic solvent. Any suggestions??


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What is the scope of the experiment? Otherwise I am soley able to claim that it's solubility that is being referred to here. An aqueous solution of NaOH is not going to dissolve in either of those other solvents from what I know.
 

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