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11 Dec 2019

A student tried to reproduce the procedure for this lab using Barq’s™ root beer and potassium carbonate instead of sodium carbonate. They used chloroform instead of dichloromethane for the extraction. Their TLC showed no caffeine. What went wrong?

This question is in reference to extraction of caffeine from coke organic chem lab, but different scenario

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Deanna Hettinger
Deanna HettingerLv2
13 Dec 2019

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Related questions

Organic Chemistry lab QUESTIONS Extraction of Caffiene Lab

•Procedure

1) Use hot water to extract the caffeine from the tea leaves.

- tannins and chlorophyll will extract along with caffeine

2) Use dichloromethane to extract caffeine from water using extraction

techniques from last weeks lab.

- dichloromethane is more dense than water and will be the

bottom layer in the separatory funnel.

- perform 3 x 20 mL extractions with dichloromethane

3) Wash the 2 x 20 mL 6M NaOH solution with base to remove acidic

tannins. Tannins will deprotonate and preferentially partition into

the aqueous phase.

4) Dry organic phase with drying agent (CaCl2) to remove residual water.

5) Transfer dichloromethane to flask and evaporate in hood.

6) Recrystallize caffeine from 2mL hexanes and 0.5 mL acetone. Filter, mass product and determine % by weight of caffeine from tea.

7) Analyze for purity via TLC and compare to that that extracted from coke and pure caffeine..


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