The goal of this preparative experiment was to create acetaminophen through a Nucleophilic Acyl Substitution reaction. In this reaction, p-aminophenol reacted with acetic anhydride to create acetaminophen. The new skills learned include vacuum filtration, and decolorizing of the crude product. In the experiment, vacuum filtration was used to extract any solution from the crude product so that all of the solid crude product could be well collected and for purification purposes as well. Decolorization was used to purify the crude product and so that a more desirable product was produced.
Mechanism
Experimental
The procedure began setting up the heating apparatus and heating water in a beaker so it warmed up to 100 degrees Celsius…show more content… Thus, the experiment could be improved by eliminating the possibility of any side reactions, which were due to low temperature during distillation. For that matter, the heat source need to be better monitored and the unwanted products need to be better filtered. Some of the errors made include the low amount of the pure product collected. This could be improved by making sure all of the crude product goes from one container to another and allowing distillation to…show more content… Structure:
e. Source: https://pubchem.ncbi.nlm.nih.gov/compound/3825#section=Top
4. Midol
a. Trade name: Ibuprofen
b. Chemical name: 2-[4-(2-methylpropyl)phenyl]propanoic acid
c. Additives: Pyrilamine maleate, caffeine, acetaminophen
d. Structure:
e. Source: https://pubchem.ncbi.nlm.nih.gov/compound/3672
5. Excedrin PM
a. Trade name: acetaminophen and diphenhydramine
b. Chemical name: 2-acetyloxybenzoic acid; N-(4-hydroxyphenyl)acetamide; 1,3,7-trimethylpurine-2,6-dione
c. Additives: aspirin, caffeine, Diphenhydramine citrate, acetaminophen
d. Structure:
e. Source: https://pubchem.ncbi.nlm.nih.gov/compound/1983#section=Top
6. Nyquil
a. Trade name: Doxylamine
b. Chemical name: N,N-dimethyl-2-(1-phenyl-1-pyridin-2-ylethoxy)ethanamine
c. Additives: Acetaminophen, Dextromethorphan HBr, Doxylamine succinate
d. Structure:
e. Source: https://pubchem.ncbi.nlm.nih.gov/compound/3162
References
Pavia, P.L., Lampman, G.M., Kriz, G.S., Randall, E.G. (2011) Introduction to Organic Laboratory Techniques: A Small Scale Approach to Organic Laboratory Techniques. (3rd ed), Pages 177-179. Belmont, Ca: David Harris. Print.
Kluger, E. CHM 2211L Coursepack, Spring 2017, Pages 14-24. University of Central
