Two-Step Synthesis of Paracetamol (Acetaminophen), a Practical Illustration of Carbonyl Reactivity for Year-One Biosciences Students

An understanding of basic organic chemical reactivity is key for many biosciences students. The reactivities of different carbonyl groups affect their function in many biomolecules. A practical class, the two-step synthesis of paracetamol, has been devised to illustrate the electrophilic reactivitie...

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Bibliographic Details
Published in:Journal of chemical education 2023-10, Vol.100 (10), p.3955-3959
Main Authors: Parveen, Ifat, Rose, Michael, Phillips, Helen C., Flower, Stephen E., Woodman, Timothy J., Garty, Cameron A., Threadgill, Michael D.
Format: Article
Language:English
Subjects:
Amides
Biomolecules
Carbonyl compounds
Carbonyl groups
Carbonyls
Chemical reactions
Chemical synthesis
Chemistry
College students
Esters
Mass spectra
NMR
Nuclear magnetic resonance
Organic chemistry
Reactivity
Students
Teaching methods
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Summary:An understanding of basic organic chemical reactivity is key for many biosciences students. The reactivities of different carbonyl groups affect their function in many biomolecules. A practical class, the two-step synthesis of paracetamol, has been devised to illustrate the electrophilic reactivities of carbonyls, which was covered in the accompanying lecture program. Students also examine the UV, IR, NMR, and mass spectra of the esters and amides, building further on the understanding gained in lectures. The practical work itself has been devised to be able to be run in bioscience laboratories with limited chemical facilities. The class has been enhanced during four academic years with strong support from the students.
ISSN:0021-9584
1938-1328
DOI:10.1021/acs.jchemed.3c00549