Professional Documents
Culture Documents
Recrystallization
62
Filter the crystals using the Hirsch funnel (Figure 1) fitted with filter paper and
apply a vacuum.
(a)
(b)
(c)
A vacuum can be generated by connecting the thick walled rubber hose to the side arm of
the filter flask and the other end to the yellow house-vacuum inlet in the fume hood.
Rinse the Erlenmeyer flask 2-3 times with ice-cold water to retrieve a majority of the
crystals, and pour the rinses over the crystals on the Hirsch funnel to wash them. Dry the
crystals on the funnel by applying the vacuum for at least 5 minutes. Further dry your
purified benzoic acid in the lab oven.
Weigh your purified sample, calculate the % recovery and determine the melting
points of the crude and purified benzoic acid. Submit your purified benzoic acid sample
according to the directions on the Report Form.
2. Fluorene from 95% Ethanol
Prepare a glass wool filter-funnel by cramming a small amount of glass wool into
the constriction of your glass or plastic funnel (Figure 2).
(a)
This will serve to filter and remove the insoluble impurity from the crude fluorene. Do
not use too much glass wool and do not make the glass wool plug too tight, or the hot
solution will not flow easily. If the flow is too slow, the hot, dissolved crude may cool
and crystallize in the funnel. You may want to test the flow of your funnel by running
through a few mL of the 2:1 acetone:water recrystallization solvent. Suspend the funnel
through an iron ring, or clamp it to a ring stand. Place a small beaker or Erlenmeyer flask
(50 mL) under the funnel.
Weigh approximately 250 mg of crude fluorene, and place this material and a
boiling stick in a 25 mL Erlenmeyer flask. Add 15 mL of the 2:1 acetone:water solution
Recrystallization
63
to the crude fluorene. Heat the crude fluorene mixture just until it boils. Realize the
crude contains both soluble and insoluble impurities, so you should not expect everything
to dissolve. Once you are confident that all of the fluorene and the soluble impurity have
dissolved, quickly pour the hot crude solution into the glass wool filter-funnel, collecting
the filtrate in the small beaker.
Return the filtrate to the hotplate, with the boiling stick, and heat again to reflux.
Remove the flask from the hotplate and allow it to slowly cool as you did with the
benzoic acid sample. Watch the flask closely for crystal growth which will likely take
10-15 minutes (be patient!). Do not disturb the flask during crystallization as this may
result in smaller crystals. If no crystal growth has occurred after 15 minutes and the flask
is at or near room temperature, scratch the inside-bottom of the flask with a glass rod,
and/or place it in an ice bath to induce crystallization. If crystals do grow at room
temperature, place the flask in an ice bath anyway for 5-10 minutes to maximize crystal
growth and recovery of the solid.
Filter the crystals using the Hirsch funnel fitted with filter paper and apply a
vacuum. Rinse the flask 1-2 times with ice-cold 2:1 acetone:water to retrieve a majority
of the crystals, and pour the rinses over the crystals on the Hirsch funnel to wash them.
Dry the crystals on the funnel by applying the vacuum for at least 5 minutes. Further dry
your purified fluorene in the lab oven.
Weigh your purified sample, calculate the % recovery and determine the melting
points of the crude and purified fluorene. Submit your purified fluorene sample
according to the directions on the Report Form.
References:
Mayo, D. W.; Pike, R. M.; Trumper, P. K. Microscale Techniques for the
Organic Laboratory, 2nd ed.; John Wiley & Sons: New York, 2001.
Recrystallization
64
Name ______________________________
Partner _____________________________
Fluorene
mass of crude: __________ g
Submit both purified samples in separate, labeled, sealed bags, stapled to the front,
upper, left-hand corner of this page.
Partners should halve each purified sample for submission.
Observations
appearance of crude benzoic acid:
Results
% recovery of benzoic acid (show calculation):
65
66
Questions (Answer in complete, full sentences. Limit yourself to the available space.)
1. Why is it advantageous to use a stemless funnel, instead of a long-stem funnel, when
filtering hot recrystallization solutions?
67
3. What would have happened if, instead of 2:1 acetone:water, you attempted to
recrystallize the crude fluorene from 100% acetone? Explain your answer.
4. Imagine you failed to dry your purified benzoic acid sample completely. Tell how the
error will affect your experimental results (yield, purity, or both) and explain why.
68