Kingdom of Saudi Arabia

Ministry of Higher Education

Taibah University
Aspirin
Faculty of Science
Chemistry Department
Supervised by : Dr. Laila Shakir
& Asst. Heba Alshareef
Presented by: Zubaydah Abdullah
Contents
! Some Background
! The Chemistry of Aspirin
! Physical properties
! Synthesis
! Mechanism
! IR and NMR Spectroscopy
!Biological activity
! Brand names
! Conclusion
! 1897 In Germany, Bayer's Felix
Ho!mann develops and patents a
process for synthesising acetyl salicylic
acid or aspirin. First clinical trials begin.
Some Background
[ 1 ][ 2 ]
It would later be marketed as aspirin a for
acetyl and spirin for Spirea, the genus
name of the source plant for salicylic acid, the
pain-relieving agent.
Some Background
[ 3 ]
Contents
! Some Background
! The Chemistry of Aspirin
! Physical properties
! Synthesis
! Mechanism
! IR and NMR Spectroscopy
! Biological activity
! Brand names
! Conclusion
Aspirin
IUPAC Name: 2!acetyloxybenzoic acid

Molecular Formula: C
9
H
8
O
4

Molecular Weight: 180.15742 g/mol
The chemical structure of aspirin:
also known as acetylsalicylic acid
The Chemistry of Aspirin
[ 4 ]
The Chemistry of Aspirin
Stability and Reactivity :
! Stability: Stable in dry air.
! Hazardous Decomposition Products: Decomposes to acetic
acid and salicylic acids in the presence of moist air. Carbon
dioxide and carbon monoxide may form when heated to
decomposition.
! Conditions to Avoid: Moisture.
[ 5 ]
Contents
! Some Background
! The Chemistry of Aspirin
! Physical properties
! Synthesis
! Mechanism
! IR and NMR Spectroscopy
! Biological activity
! Brand names
! Conclusion
Physical properties
[ 6 ]
Contents
! Some Background
! The Chemistry of Aspirin
! Physical properties
! Synthesis
! Mechanism
! IR and NMR Spectroscopy
! Biological activity
! Brand names
! Conclusion
According to the above reaction, Salicylic acid is treated with acetic
anhydride causing the reaction that converts the hydroxyl group on
salicylic acid into and ester functionality.
The product of this reaction will be acetyl salicylic acid "aspirin# and
acetic acid. Sulphuric acid or phosphoric acid will be used as a
catalyst.
Reaction :
Synthesis
[ 7 ][ 8 ]
[ 9 ][ 10 ]
The production of aspirin
from raw materials can be
divided into four separate
reactions. These are shown:
Synthesis
[ 11 ]
Contents
! Some Background
! The Chemistry of Aspirin
! Physical properties
! Synthesis
! Mechanism
! IR and NMR Spectroscopy
! Biological activity
! Brand names
! Conclusion
Mechanism
[ 12 ]
Contents
! Some Background
! The Chemistry of Aspirin
! Physical properties
! Synthesis
! Mechanism
! IR and NMR Spectroscopy
! Biological activity
! Brand names
! Conclusion
IR Spectroscopy
[ 13 ]
NMR Spectroscopy
[ 14 ]
Contents
! Some Background
! The Chemistry of Aspirin
! Physical properties
! Synthesis
! Mechanism
! IR and NMR Spectroscopy
! Biological activity
! Brand names
! Conclusion
Aspirin works by reducing substances in the body that cause pain, fever,
and inammation.
Aspirin is used to :
! kill pain
! reduce fever or inammation
! treat or prevent heart attacks, strokes.
Biological activity
[ 15 ]
Contents
! Some Background
! The Chemistry of Aspirin
! Physical properties
! Synthesis
! Mechanism
! IR and NMR Spectroscopy
! Biological activity
! Brand names
! Conclusion
Brand names
Contents
! Some Background
! The Chemistry of Aspirin
! Physical properties
! Synthesis
! Mechanism
! IR and NMR Spectroscopy
! Biological activity
! Brand names
! Conclusion
Conclusion
! Aspirin is used for kill pain, reduce fever and prevent
hearts attack.
! Preparation of aspirin by estercation of salicylic acid
and acetic anhydride
! The structure of aspirin has been proved by
Spectroscopic instruments as IR and NMR .
! The melting point = 135 !
References
1. aspirin!foundation.com/what/timeline.html
2. inventors.about.com/library/inventors/blaspirin.htm
3. mindhacks.com/2009/03/09/a!brief!history!of!aspirin
4. aspirin!foundation.com/what/chemistry.html
5. chem.uky.edu/courses/che554/0!SafetyIntro/AspirinMSDS.pdf
6. chemglue4u.com/lab!helper/organic!chem!lab!helpers/synthesis!of!acetylsalicylic!acid!aspirin/
7. The Organic Chemistry of Biological Pathways by John McMurry and Tadhg Begley $Roberts
and Company, 2005%
8. Organic Chemistry of Enzyme!Catalyzed Reactions by Richard Silverman $Academic Press,
2002%.
9. K. L. Williamson, Macroscale and Microscale Organic Experiments, 2nd Ed. 1994, Houghton
Mi&in, Boston. p379; revised 10/18/06
10. Palleros, Daniel R. $2000%. Experimental Organic Chemistry. New York: John Wiley & Sons. p.
11. aspirin!foundation.com/what/reactions.html
12. Carstensen, J.T.; F Attarchi and XP Hou $1985%. "Decomposition of aspirin in the solid state in
the presence of limited amounts of moisture". Journal of Pharmaceutical Sciences 77
13. stonybrook.edu
14. biosite.dk/leksikon/acetylsalicylsyre.htm
15. drugs.com/aspirin.html
Thank you for your attention