_1SB Acetaminophen Lab Report
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BHATT1
Acetaminophen Lab Report
CHM 235: Wednesday, 7:30-10:20am,
Room H 336; Hood 8
March, 31st, 2023
TA – Margaret Madsen
Arizona State University
SHREYA BHATT
BHATT 2
Abstract
Acetaminophen, also known as paracetamol, is a widely used pain reliever and fever reducer.
This lab report describes the synthesis of acetaminophen from p-aminophenol using acetic
anhydride as the acetylating agent and phosphoric acid as the catalyst. The reaction was carried
out at room temperature and the product was isolated by vacuum filtration and purified by
recrystallization. The purity of the final product was confirmed by measuring its melting point
and analyzing its IR spectrum. Melting points for crude and pure products were obtained, as well
as percent yields of 159% and 71.22%, respectively. The IR spectrum showed bond vibrations
similar to a spectrum of pure acetaminophen, which was another way of characterizing the
sample. The IR spectrum showed characteristic peaks for the acetaminophen molecule,
confirming the success of the synthesis.
Introduction
Acetaminophen, also known as paracetamol, is a widely used analgesic and antipyretic drug. It is
a widely used over-the-counter medication for the relief of pain and fever. It is classified as an
analgesic and antipyretic drug and is typically used to treat headaches, muscle aches, and fever.
The chemical name of acetaminophen is N-(4-hydroxyphenyl)acetamide and its molecular
formula is C8H9NO2. It is a derivative of p-aminophenol and is synthesized through the reaction
with acetic anhydride and a catalyst, typically phosphoric acid or sulfuric acid. The reaction is
below:-
BHATT 3
The synthesized product is typically a mixture of acetaminophen and unreacted p-aminophenol.
Therefore, it is necessary to purify the product through recrystallization. Recrystallization is a
common purification technique that involves dissolving the crude product in a suitable solvent
and then cooling the solution to allow the crystals to form. The crystals can then be collected
through filtration and dried to obtain a pure product.
Experimental
To synthesize acetaminophen, 0.149 g of p-aminophenol was mixed with 0.3 mL of acetic
anhydride, 0.5 ml of water
and 2 drops of phosphoric acid in a round-bottom flask.
A magnetic
stir bar was put into the mixture, and an air condenser was attached. The mixture was heated and
stirred using a heat plate and the refluxing technique until all solids were dissolved. After 15
minutes, the flask was cooled so that it’s easy to touch , and the spin vane and air condenser were
removed. The mixture was then cooled in an ice bath until crystals formed. Once the crystals
were formed, the crystals were filtered using a Hirsch funnel and rinsed with cold water. The
crystals were then weighed, crushed, and used for recrystallization, with a small sample collected
for obtaining the melting point. The remaining crystals were dissolved in a 50:50 methanol-water
solution and cooled to room temperature. The product was filtered again, and the recrystallized
product was weighed. Once, the weighing was done the crystals were crushed, and used for
obtaining the melting point and then was used for recording the IR spectrum.
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a
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Rxn
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//
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▼
Part A
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C(s) + O2(g) → CO₂ (g),
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Express your answer to four significant figures in kilojoules.
▸ View Available Hint(s)
VE ΑΣΦΑ
Submit
Previous Answers
7C(s) + 8H₂(g) → C₂H16 (1)
Pearson
Review I Constants I Periodic Table
www
ΔΗ
ΔΗ
ΔΗ
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2.1 cm
2.1 cm
2.1 cm
2.1 cm
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67.81 sec
23.75 sec
18.50sec e
21.30 sec
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