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So I know that aspirin is soluble in ethyl acetate when it is heated over a...

So I know that aspirin is soluble in ethyl acetate when it is heated over a steam bath, but is It soluble when at room temperature?

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Answer #1

Like dissolves like is the basic principal that governs the solubility of given substance in the gien solvent.

Aspirin is phenolic ester and also containing a carboxylic functional group (Structure shown here).

At higher temperature (steam bath temperature) aspirin molecule will be much polar due to ionization of -COOH group into -COO- and hence aspirin willbe soluble in ethyl acetate.

At room temperature though ionization of -COOH group in aaspirin is not significant still it will be partially soluble in ethyl actate through ease of H-bonding.

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