Concept explainers
Lily has a mixture of 4 compounds that they want to separate. All 4 compounds appear as white solid powders. When Lily adds 25 mL of chloroform (density = 1.492 g/mL; bp = 61C) to the mixture, everything dissolves with stirring. Lily decides to use acid-base extraction to separate the compounds from one another. Chloroform and water are immiscible, and all acids and bases will be prepared in water.
1. First, Lily tries extracting the organic solution with 1.0 M HCl (20 mL). Which layer will be the organic layer in the separatory funnel?
5. Calculate the pH of the aqueous combined aqueous layers. Remember that pH = - log[H+] where the concentration is in M.
6. After combining the two aqueous layers and adjusting the pH to 2, Lily observes solid precipitate out of solution. They cool it in an ice bath and then collect the solid by vacuum filtration. What is this solid?
- 1,4 as salts
- 1,3,4 as salts
-1,4
-1,3,4
7. Lily realizes that the solid they have collected is not a pure compound but a mixture. They re-dissolve it in 25 mL of chloroform and try extracting with 5% NaHCO3 (20 mL) instead. What will be in the aqueous layer after this step?
- Re-dissolve in chloroform and extract with HCl
- Re-dissolve in chloroform and extract with NaHCO3
- They cannot be separated from each other with acid-base extraction
- Re-dissolve in chloroform and extract with NaOH
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Will anything be left in this new organic layer (from Q20)?
Will anything be left in this new organic layer (from Q20)?
nothing will be in the organic layer
3
2
3 as a salt
Will anything be left in this new organic layer (from Q20)?
Will anything be left in this new organic layer (from Q20)?
nothing will be in the organic layer
3
2
3 as a salt
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