Aspirin2 - The Synthesis of Aspirin Objective In this...

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The Synthesis of Aspirin Objective: In this laboratory exercise aspirin, an ester of salicylic acid and acetic anhydride, will be synthesized from acetic anhydride and salicylic acid using microscale techniques. Safety Tips: Wear visorguards at all times while in the laboratory. Many of the organic compounds used or produced in this experiment are highly flammable. All heating will be done using a sand bath/hot plate set up. Flames will NOT be permitted in the laboratory. Acetic anhydride and phosphoric acid will irritate your skin and mucous membranes. Acetic anhydride has a very strong vinegar smell and is a lachrymator. HANDLE ALL SOLUTIONS WITH CAUTION. If acid and/or base is spilled on the counter top, clean it up immediately. IF A CHEMICAL IS SPILLED ON THE SKIN, IMMEDIATELY RINSE THE AREA WITH LARGE AMOUNTS OF WATER. Dispose of all solutions per instructor's directions. Background: Aspirin or acetylsalicylic acid is a derivative of salicylic acid and acetic anhydride. Aspirin has many important medicinal properties. Since ancient times, it has been known that the barks of certain trees when chewed or brewed as a tea, had analgesic (pain-killing) and antipyretic (fever-reducing) properties. The active ingredient in the tree bark was found to be salicylic acid. When salicylic acid was isolated by chemists, it proved to be too harsh to the linings of the mouth, esophagus and stomach for use as a drug. Salicylic acid contains the phenolic (-OH) functional group in addition to a carboxylic acid functional group (-COOH). It is the combination of these two functional groups that leads to the harshness of salicylic acid on the digestive tract. Research was conducted in an attempt to modify the salicylic acid molecule in such a manner that its desirable analgesic and antipyretic properties would be preserved, but its harshness to the digestive system would be eliminated or decreased. In the late 1800s, the Bayer
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Aspirin2 - The Synthesis of Aspirin Objective In this...

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