charley_
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Report Thread starter 6 years ago
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Hi all,

Could somebody please tell me why aspirin is only slightly soluble in water?
I know it can form some hydrogen bonds between water but I want to know why it can't fully dissolve.

Thanks
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Protoxylic
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The hydrogen bonds can form via the carboxylic acid group in asprin. Asprin contains an arene, a di substituted benzene ring in this case. Benzene is completely insoluble in water because no hydrogen bonds are present between benzene and water due to the non-polar nature of arenes. You have a case similar to that of soaps (long chain ester salts). Asprin contains a hydrophobic section, the benzene, and a hydrophillic section, the carboxylic acid group.
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