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Experiment Five

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EXPERIMENT FIVE

ISOLATION OF A NATURAL PRODUCT: CAFFEINE


OBJECTIVE

To isolate a natural product from tea.

INTRODUCTION

Caffeine is a natural product present in tea and coffee. It is also found in cola nuts used to make

coca cola and Pepsi cola. Caffeine is a mild stimulant. In pure form it is a white crystalline solid

that melts at 235-236oC. It is moderately soluble in water (2.2g in 100ml water), but more

soluble in common organic solvents.

Caffeine belongs to a nitrogen class of compounds called purines.

In this experiment you will extract caffeine from ordinary tea bags using hot water. This

procedure will also extract tannins, another class of compounds present in tea. Tannins are acidic

and by addition of sodium carbonate can make into salts that are soluble in water, but insoluble

in organic solvents. In this experiment dichloromethane is used as the organic solvent.


PRELAB ASSESSMENT

1. What is meant by the term natural product?

2. What is the purpose of adding anhydrous sodium sulfate?

3. Draw a labelled flow diagram to represent the steps in this extraction of caffeine from tea.

APPARATUS & CHEMICALS

Beaker, 600ml Tea bags

Beaker,100ml Sodium carbonate,10g

Conical flask,100ml Anhydrous sodium sulfate,2g

Measuring cylinder (50 or 100ml) Dichloromethane,50ml

Funnel and filter paper Spatula

PROCEDURE

1. Add tap water to the 200ml mark of a 600ml beaker. Bring the water to a brisk boiling

using a Bunsen burner

2. Turn off the Bunsen flame and add 8 tea bags. Let the labels hand outside the beaker so

that the tea bags will be easy to remove later. Let the tea bag soak in the hot water for

15mins. Make sure that all tea bags are covered with water.

3. Weigh out approximately 10g of sodium carbonate in a weighing boat. Do not try to get

exactly 10.00g.

4. Remove the tea bags one by one and squeeze each bag gently against the inside of the

beaker with a spatula to get as much product as possible. Be careful not to break any bag.
Leave the used bags in a small beaker, not on the table as they can cause stains. Discard

the used tea bags in the waste bin.

5. Add the solution carbonate to the tea bag solution. Stir to dissolve the solid.

6. Leave the solution to cool to room temperature. This can be speeded up by adding ice.

Wash your hands and any liquid that may have been spilled on the table.

7. Transfer the solution to a 250ml separating funnel.

8. Add 25ml of dichloromethane. Place the stopper firmly on the funnel and gently turn the

separating funnel upside down a few times. Do not shake vigorously as this will produce

an emulsion.

9. Let the layers separate. This may be speeded up by gently swirling the funnel a couple of

times. When the layers have separated or almost separated, drain off the lower

dichloromethane layer into a 100ml conical flask. Avoid getting a lot of emulsion into the

flask.

10. Repeat step 8 and 9 and drain off the dichloromethane layer into the same conical flask

11. To the combined dichloromethane extracts, add 2g of anhydrous sodium sulfate to dry the

solution. Swirl the flask occasionally over a period of 2min.

12. Clamp a funnel by its stem and filter the solution into a dry, clean 100ml beaker.

13. Place the beaker on a steam bath in the fume hood and boil off the solvent till complete

dryness.

14. Use a spatula to scrap as much caffeine from the sides and the bottom of the beaker as

possible onto a watch glass and hand in your sample to instructor.

SAFETY NOTES: Dichloromethane is toxic. Evaporation of the solvent must be performed in

the fume hood. Be careful with boiling hot water.


QUESTIONS

1. Using this procedure, 56 students each using 8 tea bags isolated a total of 7.86g of

caffeine. With each bag containing on average 1.9g of tea, calculate the content in

percentage (%) of caffeine in the tea.

2. Could we use similar process to extract caffeine from Nescafe instant coffee? Explain

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