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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.

Fundamentals Of Analytical Chemistry
Fundamentals Of Analytical Chemistry
9th Edition
ISBN:9781285640686
Author:Skoog
Publisher:Skoog
Chapter34: Miscellaneous Separation Methods
Section: Chapter Questions
Problem 34.1QAP
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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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