Problem Set #6 | October 24, 1997 |
1. Draw and name all the stereoisomers that are possible for each of the following compounds. Identify the enantiomers and diastereomers.
(a) Draw perspective formulas of the two compounds and identify their relationship to one another.
(b) The two compounds were each dissolved separately in water, the solutions were made basic with 1 M aqueous sodium hydroxide in separatory funnels, and then extracted with ether. For each one, identify which compound would be present in the aqueous layer and in the ether layer.
(c) What would you do to isolate the compounds present in the aqueous layers?
(d) Explain what would happen if racemic 1-amino-1-phenylethane was used in the above procedure. Trace through each of the steps above, and draw perspective formulas of all compounds present at each stage.
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24oct97; wjl