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Lab Assignment 2 – CHEM 1202
Preparation of Acetaminophen
Name: Charles Oziegbe
Partner: Janvi
Date: 02/02/2024
Reaction Statement:
Provide the reaction statement (Draw the structures and name the chemicals) for the 2 products of the reaction. Provide both the chemical IUPAC name as well as the common name used.
From the reaction statement you have drawn below, highlight the functional groups and attempt to name as many of the functional groups as possible.
Product Structure IUPAC
Common name
Product
Structure
IUPAC
Common Name
Acetaminophen
N-(4-hydroxyphenyl)acetamide
N-(4-
hydroxyphenyl)ethanamid
e
,
Paracetamol
Tylenol
Acetic acid
ethanoic acid
Vinegar
Acetaminophen
Hydroxyl group
(-OH)
Amino group
(-NH2)
Methyl group
(-CH3)
Carbonyl group
(>C=O)
Ether linkage
(-C-O-C-)
Acetic acid
Carboxyl group
(-COOH)
Methyl group
(-CH3)
Product 1 Common Name
Acetic acid
Product 1 Chemical Name
Ethanoic acid
Product 2 Common Name
Paracetamol
Product 2 Chemical Name
Acetaminophen
Melting Point Range:
Report the melting point range of your product: ____163 °C –
166 °C
_________
Provide a comment on the purity of your product:
The melting point of acetaminophen, at 163°C to 166°C, is slightly lower than the pure standard which is 168-172°C/ 334-342°F. This suggests minor impurities are present. For higher purity.
Calculation of Percent Yield:
Using YOUR data, calculate the percent yield of the product (acetaminophen). Comment on your results.
p- aminophenol weight = 6.04g
watch glass Weight = 44.26g filter paper Weight = 0.2091g
filter paper Weight +final product = 44.62g
Final product = 44.62 -
(44.26+0.20)
= 0.16g
Moles of p- aminophenol =
6.04𝑔
109.13𝑔 𝑝𝑒𝑟 𝑚𝑜𝑙𝑒
= 0.05 moles
Moles of p-aminophenol = moles of acetaminophen
Moles of acetaminophen =
𝑤𝑒𝑖𝑔ℎ𝑡
𝑚𝑜𝑙𝑒𝑐𝑢𝑙𝑎𝑟 𝑤𝑒𝑖𝑔ℎ𝑡
0.05g =
𝑤𝑒𝑖𝑔ℎ𝑡
151.169 𝑔 𝑝𝑒𝑟 𝑚𝑜𝑙𝑒
= 7.56g
Percentage yield =
𝑐𝑎𝑙𝑐𝑢𝑙𝑎𝑡𝑒𝑑 𝑤𝑒𝑖𝑔ℎ𝑡 × 100
𝑡ℎ𝑒𝑜𝑟𝑒𝑡𝑖𝑐𝑎𝑙 𝑣𝑎𝑙𝑢𝑒
= 0.16𝑔 × 100
6.04𝑔
= 2.65%
Post Lab Questions (Please Type and attach):
1.
Explain in simple terms how analgesics like acetaminophen work.
Analgesics like acetaminophen help to reduce pains and Fever by blocking the part of the brain that receive the pain messages. 2.
Why is the product washed with water?
Washing with cold water helps to improve and purify the final product. It enables the process of retaining fine crystals by cooling down the product.
3.
Why was the product recrystallized? How does this method work?
Recrystallization purifies the product by exploiting differences in solubility with temperature. The product is dissolved in a solvent at high temperature, then the solution is cooled, causing the product to crystallize out. Cooling was faster using
an ice bath and then vacuum filtration to collect the crystals. Impurities remain dissolved in the solvent. This method effectively removes impurities, yielding a purer product.
4.
Using the internet, provide a reaction statement for the synthesis of ASA. Draw the structures and name the chemicals.
To make aspirin, salicylic acid is mixed with acetic anhydride and a little bit of
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strong acid. Heating this mix makes aspirin and some vinegar-like acid. Then, the
aspirin is purified by cooling it down and filtering it out. This is a simple way to turn one type of acid from willow tree bark into a medicine that helps with pain and fever.
References: (APA or ACS).
Sulfuric Acid. (2024) 2.3: Synthesis and Recrystallization of Aspirin - Chemistry LibreTexts. Retrieved February 06, 2024, from https://chem.libretexts.org/Courses/Westfield_State_University/General_Chemistry_Lab
_Westfield_State/02%3A_General_Chemistry_2_(Chem0111)/
2.03%3A_Synthesis_and_Recrystallization_of_Aspirin
Katie. (2024) Synthesis of Aspirin: Lab Analysis. Retrieved February 06, 2024, from https://www.odinity.com/synthesis-of-aspirin/#:~:text=To%20synthesize%20salicylic
%20acid%2C%20methyl%20salicylate%20%28limiting%20reagent%29,protonate
%20the%20carboxylate%20ions%20to%20produce%20the%20acid
.
C:\Program Files\WERCS50\DOCS\wercs.ps - 6683091.pdf. (2024) Retrieved February
06, 2024, from http://ccinfoweb2.ccohs.ca.dproxy.library.dc-uoit.ca/msds/records/
6683091.pdf
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