Organic Chemistry Practice Problems Enantiomers vs. Diastereomers Practice Problems Solution: There are  6 stereoisomers that have the name 2,5-...

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Solution: There are  6 stereoisomers that have the name 2,5-dichloro-3-hexene. One of these stereoisomers is drawn in the box labeled “A”. Please note that this structure is drawn in a manner which shows the absolute stereochemistry clearly and unambiguously. In the box labeled “B”, draw the enantiomer of  A. In the box labeled “C”, draw the ACHIRAL diastereomer of A in which the double bond has the (Z) configuration. In the box labeled “D”, draw the  ACHIRAL diastereomer of A in which the double bond has the (E) configuration. Remember, a molecule is ACHIRAL when it IS superimposable on its mirror image! All of the structures that you draw should be line–angle structures! In each structure, use wedges, dashed wedges, and normal lines (as appropriate) to show the stereochemistry clearly and unambiguously.

Problem

There are  6 stereoisomers that have the name 2,5-dichloro-3-hexene. One of these stereoisomers is drawn in the box labeled “A”. Please note that this structure is drawn in a manner which shows the absolute stereochemistry clearly and unambiguously. In the box labeled “B”, draw the enantiomer of  A. In the box labeled “C”, draw the ACHIRAL diastereomer of A in which the double bond has the (Z) configuration. In the box labeled “D”, draw the  ACHIRAL diastereomer of A in which the double bond has the (E) configuration. Remember, a molecule is ACHIRAL when it IS superimposable on its mirror image! All of the structures that you draw should be line–angle structures! In each structure, use wedges, dashed wedges, and normal lines (as appropriate) to show the stereochemistry clearly and unambiguously.

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