CHEM-UA 126 Study Guide - Final Guide: Acetic Anhydride, Acetic Acid, Aspirin
21 Oct 2014
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First used in willow bark to reduce fever and pain. Salicylic acid = chemical precursor to aspirin. Felix hoffman - developed industrial process for production of pure and stable acetylsalicylic acid molecule. Aspirin is synthesized from salicylic acid and acetic anhydride reacted in the presence of acid to form acetylsalicylic acid (asa) and acetic acid. Asa must be separated from residual salicylic acid, acetic anhydride, and acetic acid. Iron(iii) ions complex with phenols (like salicylic acid) to form violet-colored aqueous solutions. Iron(iii) chloride added to the product of aspirin synthesis will tell us if salicylic acid remains. Start with pure aspirin and purposefully decompose it into salicylic acid and acetic acid (hydrolysis) Aspirin hydrolyzes spontaneously in the presence of atmospheric moisture. Aspirin hydrolysis can be accelerated by reacting the aspiring with a strong base (naoh) Salicylate dianion is converted to salicylic acid in the presence of acid salicylate dianion + acetate ion.
