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Dissolve 1 mL of clove oil in 2 mL of dichloromethane. Add 10 mL of aqueous sodium hydroxide (NaOH) solution. Shake and separate layers, keeping the organic layer (dichloromethane). Obtain a silica-packed chromatography column. Add 2 mL of hexane to the column, allow the solvent to just reach the top of the silica packing, then immediately add the dichloromethane layer that was separated earlier. Allow the organic layer to just reach the top of the silica packing, then immediately add 10 mL more of hexane. When the solvent just reaches the top of the silica packing, switch solvents by adding 10 mL of acetone. Switch to acetone. a) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) ends up in the layer containing the NaOH? Explain your answer. b) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) is pushed down the column by hexane, a non-polar solvent? Explain your answer. c) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) is pushed down the column by acetone, a moderately polar solvent? Explain your answer.

Dissolve 1 mL of clove oil in 2 mL of dichloromethane. Add 10 mL of aqueous sodium hydroxide (NaOH) solution. Shake and separate layers, keeping the organic layer (dichloromethane). Obtain a silica-packed chromatography column. Add 2 mL of hexane to the column, allow the solvent to just reach the top of the silica packing, then immediately add the dichloromethane layer that was separated earlier. Allow the organic layer to just reach the top of the silica packing, then immediately add 10 mL more of hexane. When the solvent just reaches the top of the silica packing, switch solvents by adding 10 mL of acetone. Switch to acetone. a) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) ends up in the layer containing the NaOH? Explain your answer. b) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) is pushed down the column by hexane, a non-polar solvent? Explain your answer. c) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) is pushed down the column by acetone, a moderately polar solvent? Explain your answer.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Dissolve 1 mL of clove oil in 2 mL of dichloromethane. Add 10 mL of aqueous sodium hydroxide (NaOH) solution. Shake and separate layers, keeping the organic layer (dichloromethane). Obtain a silica-packed chromatography column. Add 2 mL of hexane to the column, allow the solvent to just reach the top of the silica packing, then immediately add the dichloromethane layer that was separated earlier. Allow the organic layer to just reach the top of the silica packing, then immediately add 10 mL more of hexane. When the solvent just reaches the top of the silica packing, switch solvents by adding 10 mL of acetone. Switch to acetone. a) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) ends up in the layer containing the NaOH? Explain your answer. b) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) is pushed down the column by hexane, a non-polar solvent? Explain your answer. c) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) is pushed down the column by acetone, a moderately polar solvent? Explain your answer.
Transcribed Image Text:Dissolve 1 mL of clove oil in 2 mL of dichloromethane. Add 10 mL of aqueous sodium hydroxide (NaOH) solution. Shake and separate layers, keeping the organic layer (dichloromethane). Obtain a silica-packed chromatography column. Add 2 mL of hexane to the column, allow the solvent to just reach the top of the silica packing, then immediately add the dichloromethane layer that was separated earlier. Allow the organic layer to just reach the top of the silica packing, then immediately add 10 mL more of hexane. When the solvent just reaches the top of the silica packing, switch solvents by adding 10 mL of acetone. Switch to acetone. a) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) ends up in the layer containing the NaOH? Explain your answer. b) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) is pushed down the column by hexane, a non-polar solvent? Explain your answer. c) Which component of clove oil (eugenol, eugenyl acetate, or caryophyllene) is pushed down the column by acetone, a moderately polar solvent? Explain your answer.
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