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In: Chemistry

Cyclohexanol is converted to cyclohexanone using hypochlorous acid. Excess hypochlorous acid is removed by adding sodium...

Cyclohexanol is converted to cyclohexanone using hypochlorous acid. Excess hypochlorous acid is removed by adding sodium bisulfite. The aqueous reaction mixture is then saturated with sodium chloride and placed in a separatory funnel with methylene chloride (dichloromethane). Refer to the density table found here if needed. The boxes in the diagram represent the layers of the separatory funnel. Place the labels in the appropriate box.

Solvent Density (g/mL)
Acetone 0.79
Benzene 0.88
Chloroform 1.50
Dichloromethane 1.33
Diethyl ether 0.71
Dimethyl sulfoxide 1.09
Ethanol 0.79
Ethyl acetate 0.89
Hexane 0.66
Isopropanol 0.79
Methanol 0.79
Pyridine 0.98
Tetrahydrofuran 0.89
Toluene 0.87
Water 0.998

Solutions

Expert Solution

Hello, I do not understand very clearly your question, as more information is needed, I need the diagram and the labels. But I guess what you mean (since there is a density table) is what compounds are within the separatory funnel and which is the aqueous layer and which is the organic layer. I will try to answer this.

When you put the aqueous reaction mixture, the sodium chloride and the methylene chloride (dichloromethane) in the separatory funnel you want to separate two immiscible liquids (separate liquid phases of different densities). In the funnel you find two phases: the aqueous phase (denser) and oil or organic phase (less dense, usually).

According to the densities found in the table, we obtain the aqueous layer is less dense than the organic layer. Therefore:

- Aqueous Layer (on the top of the separatory funnel): it could be the sodium chloride and water.

                            Water density: 0.998 g/mL

- Organic Layer (on the bottom of the separatory funnel): it could be the dichloromethane and the cyclohexanone.

                            Dichloromethane density: 1.33 g/mL

                            Acetone density: 0.79 g/mL

I hope this can help you.


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