Quote from: ultrasound on April 19, , PM. If aspirin is polar then why will it not dissolve in water? So, not particularly soluble. A phenyl group is a large and very hydrophobic group - it takes a lot of polarity to solubilize something with a phenyl group on it.
For this reason, the commercial preparation of aspirin relies on the faster reaction between salicylic acid and the more reactive acetic anhydride which produces a greater yield of aspirin.
The neutralization reaction can be used to determine the amount of aspirin acetylsalicylic acid present in commercially available aspirin tablets using a back indirect titration method. The reaction with bicarbonate hydrogen carbonate ion is commonly used to prepare the salt of aspirin which is more soluble in water than the molecular form of aspirin. Old aspirin tablets may have a smell like vinegar as a result of the hydrolysis reaction producing acetic acid ethanoic acid.
However, some people online say it is non-polar. Also, is it soluble in water? Well it has polar groups - carboxylic and phenolic but benzene ring reduces its polarity. Generally it seems to be somewhere in the middle between strongly polar and strongly non-polar compounds.
Sign up to join this community. The best answers are voted up and rise to the top. Stack Overflow for Teams — Collaborate and share knowledge with a private group. Create a free Team What is Teams? Learn more. Salicylic acid - polarity and solubility Ask Question. Because of this, aspirin is not soluble in the non-polar fatty lipid material of the brain like substances dissolve like substances and therefore cannot bind to any particular receptors in the brain that deal with the pleasure sensation that can cause addiction, causing aspirin to have no psychoactive effect.
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