Exercise 1 Answer To Quide Questions
Exercise 1 Answer To Quide Questions
Exercise 1 Answer To Quide Questions
APPLIED CHEMISTRY
Visca, Baybay City, Leyte, PHILIPPINES
Telefax: + 63 563-7747
Email: dpoac@ vsu.edu.ph
Website: www.vsu.edu.ph
GUIDE QUESTIONS:
1. Write balanced equations to show how a sulfuric acid wash extracts the by-products that inevitably
result when n-butyl bromide is prepared by the method used in this experiment.
2. What products would you predict if isopropyl alcohol rather than n-butyl alcohol had been the starting
material in this experiment?
2-bromobutane
Mechanism:
3. Devise a procedure for the preparation of n-butyl bromide other than the one used in this experiment
but one which begins with the same reagents.
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DEPARTMENT OF PURE &
APPLIED CHEMISTRY
Visca, Baybay City, Leyte, PHILIPPINES
Telefax: + 63 563-7747
Email: dpoac@ vsu.edu.ph
Website: www.vsu.edu.ph
Swirl the mixture and add 2.2 mL concentrated sulphuric acid. Reflux the reaction for about 45
minutes and distill the product for around 60-95°C into a large test tube until no more droplets
of water-insoluble are seen.
Transfer the distillate into a small test tube. For separation, instead of using a separatory
funnel, used a pipet to remove the n-butyl bromide layer above the distillate and pipet and
place it into a dry small test tube.
Add the obtained n-butyl bromide with 1 ml concentrated sulfuric acid and mix well. Allow the
layers to completely separate after mixing and removed the lower layer (sulphuric acid) using a
pipet.
To neutralize any sulphuric acid traces, wash the n-butyl bromide layer with 1 ml of 3 M sodium
hydroxide. Allow the layers to separate, and removed the top layer (NaOH) using a new pipet.
Label all drawn layers and tests them to see if they are the aqueous layers that can be
discarded. Dry the product by adding a small amount of anhydrous magnesium sulfate and
mixing (adding more if necessary) until the liquid clears.
After 5 minutes, pour out the dried liquid into a clean, dry, and pre-weighed flask. Weigh and
then do necessary calculations for yield.
4. What impurity could cause either n-butyl bromide or t-butyl chloride, prepared as in this experiment, to
give a false positive test with the two classification reagents?
The impurities would be the residue of the starting materials, the HBr and HCl. This residue will
cause a formation of precipitate since any ions could pair with metal cations.
5. Outline a procedure for the preparation of sec-butyl chloride. Include steps for the removal of impurities.
In a graduated cylinder, obtained 20 ml concentrated HCl and carefully transfer into a 50 ml clean
and dry Erlenmeyer flask. Using an ice bath, cool the acid for at least a couple of minutes. After that,
assemble the separatory funnel. Carefully add the acid into the separatory funnel using a long-stemmed
funnel. Using a platform balance, weight 5.0 g sec-butanol and carefully transfer into the separatory funnel.
Swirl the mixture inside the separatory funnel constantly, 5 minutes without the stopper to allow the gases
to escape. After that, for another 15 minutes, shake the mixture and periodically vent to release the
pressure inside the separatory funnel. After shaking, rest the funnel, allowing the mixture to have an
aqueous layer and separate. Carefully drain the lower layer into an Erlenmeyer flask. After draining the
lower layer, wash the remaining solution with 35 ml sodium bicarbonate solution to neutralize the acid
residue. Allow the aqueous layers to separate for the second time and drain the layer into a separate
Vision: A globally competitive university for science, technology, and environmental conservation.
Mission: Development of a highly competitive human resource, cutting-edge scientific knowledge Page 2 of 3
and innovative technologies for sustainable communities and environment.
DEPARTMENT OF PURE &
APPLIED CHEMISTRY
Visca, Baybay City, Leyte, PHILIPPINES
Telefax: + 63 563-7747
Email: dpoac@ vsu.edu.ph
Website: www.vsu.edu.ph
Erlenmeyer flask. Repeat with 30mL of saturated sodium chloride solution to purify the process to obtain
an end product as possible by pushing any of the stray organic material back into the organic layer.
Prepare some anhydrous sodium sulfate in a vial, and transfer the organic material from the funnel. Swirl
until clumps form, then allow at least five minutes for the sodium sulfate to extract the water from the
organic layer. Prepare a fresh vial, and carefully transfer the sec-butyl chloride using a funnel with a
cotton plug to keep out any sodium sulfate that might get out. Weigh and perform necessary calculations
for yield.
Vision: A globally competitive university for science, technology, and environmental conservation.
Mission: Development of a highly competitive human resource, cutting-edge scientific knowledge Page 3 of 3
and innovative technologies for sustainable communities and environment.