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Part 2: Unknown
2. Describe in your own words what happens to the reaction mixture (i.e.
what do you visibly observe), and to the aniline molecule on the microscopic
level, as concentrated hydrochloric acid is added.
3. Why is sodium acetate used? What would happen if NaOH was used
instead (there are two possible answers for what happens with NaOH and
you only need to provide one)?
4. Which unknown compound did you have? Explain your conclusion using
the data you obtained in lab (TLC, mp, Bielstein, Infrared spectroscopy).
5. Aniline is not water-soluble, but the reaction solvent is water. The reaction
procedure gets around this problem by using HCl to protonate aniline and
increase its solubility in water. Propose two other strategies that could be
used for the acetylation of aniline under conditions where the reactants are
soluble in the reaction medium. Find at least one source of information that
supports your explanation and cite it below. You should be able to defend
whether it is a reputable source of information.
6. How does the Infrared spectrum of your unknown amine compare to that
of aniline? How does the spectrum of your unknown acetamide product
compare to that of acetanilide? Be specific and indicate which peaks differ
(including the cm-1 position on the spectrum and the functional group it
corresponds to). See the Infrared Spectroscopy table and tutorial on CTools
for help identifying peaks in your spectrum.
To be completed by GSI:
Acetylation Experiment Points Summary
Assignment
Total
Section
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Worksheet
Notebook pages
GSI points P1
GSI points P2
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