Organic Chemistry II – CHLB330
Name: Symone E. MoxeyLab Partner: Lynden Cooper
Synthesis of Aspirin (Acetylsalicylic Acid)
Abstract:-
Aspirin (acetylsalicylic acid) is produced experimentally in the lab. The resulting percentage yield is 65.5%. The purity of the obtained product is tested using the melting point and Ferric Chloride Test (FCT). The aspirin was massed, and the melting point was determined. Based on the data collected, there was a total yield of 1.757g of purified aspirin, which had a melting point range of 125°C-130°C. Results of the Ferric Chloride test showed that no unreacted salicylic acid present. The product is too impure for human consumption.
Introduction:-
Most drugs are chemical compounds which are described as “organic compounds” because they are comprised primarily of the elements carbon, hydrogen and oxygen. The following experiment will be the synthesis of a widely used prescription drug known as aspirin. The common chemical name is acetylsalicylic acid. Aspirin is a versatile drug that is consumed in huge quantities worldwide. It is a non-steroidal anti-inflammatory drug (NSAID)1 with a range of physiological effects8.
Aspirin has a very interesting history. For years, the bark and leaves of willow trees have been used as a pain killer. In the 5th century B.C. Hippocrates first used a bitter powder obtained from the ground willow bark to ease aches and to reduce fever5. However, the active component (salicylic acid) found in these willow trees can cause harm. The problem with these chemicals was that they upset the users’ stomach badly. This is because its acidity (pKa = 2.97) can be higher than the pH of the human stomach (pH ~4 after digestion is complete)3.
Figure 1: Salicylic Acid
Salicylic acid is a diprotic (an acid that contains 2 hydrogen atoms capable of dissociating) organic acid, with two acidic functional groups: a carboxylic acid and a phenol. In comparison,
References: https://eee.uci.edu/programs/gchem/D03MANAspirinSynAnalysis.pdfhttp://www.lahc.edu/classes/chemistry/arias/Exp%205%20-%20AspirinF11.pdfhttp://homepages.ius.edu/DSPURLOC/c122/asp.htmhttp://www2.volstate.edu/chem/1110/Synthesis_of_Aspirin.htmhttp://chem.earlessdog.com/ReportSample.pdfhttp://www.gobookee.org/get_book.php?u=aHR0cDovL2hvbWVwYWdlLnNtYy5lZHUvZ2FsbG9nbHlfZXRoYW4vZmlsZXMvQXNwaXJpbiUyMFN5bnRoZXNpcy5wZGYKQXNwaXJpbiBTeW50aGVzaXMgLSBTYW50YSBNb25pY2EgQ29sbGVnZQ==