REPORT COVER SHEET AND DECLARATION

School of Chemistry

The University of Melbourne

Laboratory Report Cover Sheet

Student Name:
Student Number:
Subject Name & Code:
Demonstrator:
Experiment Title:	Experiment F6: Analysis of Aspirin

Due Date: _____________________________

 

By submitting work for assessment, I hereby declare that I understand the University’s policy on academic integrity and I declare that:

• This laboratory report is my own original work and does not involve plagiarism or unauthorised collusion, except where due credit is given to the work of others. The report is based on results and spectra obtained by me during my laboratory session.
• This laboratory report has not previously been submitted for assessment in this or any other subject.

For the purposes of assessment, I give the assessor of this assignment the permission to:

• Reproduce this laboratory report and provide a copy to another member of staff; and
• Take steps to authenticate the assignment/laboratory report, including communicating a copy of this assignment to a checking service (which may retain a copy of the assignment on its database for future plagiarism checking).

Feedback on Report: Feedback on your report and the mark you received will be available on the Online Practical Assignments page on Canvas.

 

Plagiarism:
Plagiarism is the act of representing as one’s own original work the creative works of another, without appropriate acknowledgment of the author or source.

Collusion:
Collusion is the presentation by a student of an assignment as his or her own work, but which is in fact the result in whole or in part of unauthorised collaboration with another person or persons. Collusion involves the cooperation of two or more students in plagiarism or other forms of academic misconduct.

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Plagiarism and collusion constitute cheating. Disciplinary action will be taken against students who engage in plagiarism and collusion as outlined in University policy. Proven involvement in plagiarism or collusion may be recorded on your academic file in accordance with Statute 13.1.18.

Experiment F6:  Analysis of Aspirin

 

Author(s):

Day/Time/Group number:

 

Abstract:

(Summary of what you did and what you found out)

 

 

 

 

 

 

 

 

 

Introduction and Aim:

(Why do we perform analysis?  Why is it important to know content of tablets?  How are you planning to test samples and what will you learn?  Are the tests being used here enough to tell you the exact composition and identity of the sample being tested?)

 

 

 

 

 

 

 

 

 

 

 

 

 

Experimental:

(How did you perform your experiment? Full method is not required – refer to title of source, year and publisher)

 

 

 

Results:

(Tables of data)

Solubility of Aspirin (This table refers to the solubility tests shown in the video for this experiment)

Test	Observation
Aspirin in water
Aspirin in NaOH (aq)

PART A: Analysis of Commercial Aspirin

Concentration of NaOH solution: ……………………………………………

 

Aspirin Brand and stated content: ……………………………………………………………………………………………

 

Table 1. Titration of Aspirin Tablet with NaOH Solution (with extra entry boxes in case of error)

TITRE	INITIAL BURETTE READING (mL) (2 decimal places)	FINAL BURETTE READING (mL) (2 decimal places)	VOLUME ADDED (mL) (2 decimal places)	Titres used for calculation
1
2

 

PART B: Analysis of Student Aspirin (F2)

Table 2. Titration of Student Aspirin sample with NaOH Solution

(with extra entry boxes in case of error)

Sample	Mass of sample used (g)	INITIAL BURETTE READING (mL) (2 decimal places)	FINAL BURETTE READING (mL) (2 decimal places)	VOLUME ADDED (mL) (2 decimal places)
1
2
3

 

 

PART C: TLC Analysis of Student Aspirin

Table 3. TLC Results – show your calculation of R_f values

TLC Results/Conditions	Stationary Phase	Mobile Phase
Spot______________ (identify by letter or number)	Rf =
Spot______________ (identify by letter or number)	Rf =
Spot______________ (identify by letter or number)	Rf =
Spot______________ (identify by letter or number)	Rf =

Sketch of TLC plate, with spots numbered:

 

 

 

 

 

 

 

 

 

 

 

Discussion:

(Answers to Questions and Discussions)

Question 1. (This question refers to the solubility tests shown in the video for this experiment)

What is the effect of adding NaOH, a strong base, on the solubility of aspirin?

Provide a reason for this behaviour, including the intermolecular forces that would be involved in the most soluble solution observed.

 

 

 

 

 

 

 

 

 

Question 2

Recall from Experiment F2, that aspirin can react with water to form salicylic acid.

 

 

As an acid, salicylic acid, can react with NaOH.

 

1. Calculate the K_a of aspirin and the K_a of the two acidic sites shown on salicylic acid in the figure above, using the pK_a values provided.

 

 

 

 

 

1. Which is the strongest acid site of the three circled sites shown? Explain your answer (hint: what is the definition of a strong acid?).

 

 

 

 

 

 

Question 3

1. Complete the following table:

Calculate the mass of aspirin in the commercial aspirin tablet,

Calculate the mass of aspirin in the 0.100 g of student sample from F2.

Molar mass of aspirin, C₉H₈O₄          ………………………

CALCULATIONS FOR AVERAGE MASS OF ASPIRIN	Commercial aspirin	Student sample of aspirin
a)  Average titre of NaOH (mL)
b)  Number of moles of NaOH reacted
c) Number of moles of aspirin that reacted with NaOH
d)  Mass of aspirin present (convert to mg)

Table 4. Titration results

 

 

 

 

1. For 0.100 g sample of pure salicylic acid, calculate the volume of 0.100 M NaOH that would be required for the titration (assume 1:1 reaction between salicylic acid and NaOH).

Molar mass of salicylic acid, C₇H₆O₃ ………………………

	pure aspirin	pure salicylic acid
mass	0.100 g	0.100 g
Molar mass	180.2 g.mol-1	138.1 g.mol-1
a) Number of mole, n
b) Number of mole NaOH required to react (assume 1:1 stoichiometry)
c)  volume of 0.10 M NaOH required to completely react (mL)

 

 

 

 

Question 4

1. How accurate is your titration of the commercial tablet? Identify any errors that may have affected your analysis.

 

 

 

 

 

 

1. How pure is your sample of recrystallized aspirin from your titration results? Identify any factors that may have affected your results

(Hint: Think about answer to 3ii above. If your synthesised aspirin sample contains any salicylic acid, would you expect your average titre to be larger than expected for pure aspirin or lower than expected for pure aspirin?)

 

 

 

 

 

 

 

 

Question 5

With reference to the TLC results and to the polarity of the mobile and stationary phases, explain:

1. What is the identity of your recrystallized product from Experiment F2?

 

 

 

 

 

 

1. How pure is the recrystallized product from Experiment F2?

 

 

 

 

 

1. What can you conclude from consideration of the results of both the analyses: a) your titration results; and b) your TLC analysis? (Do they agree and point you to one hypothesis? Is one method more sensitive than the other?)

 

 

 

 

 

Conclusion:

(What have you found out?)