CHAPTER 8: Question 10

3D Explanations

 a)

1,1-Disubstituted: Both conformations are achiral, which is more stable (ie. the minimum energy conformation) depends upon the relative sizes of R and R'.


 

1,2-Cis-disubstituted: Both conformations are chiral, which is more stable (ie. the minimum energy conformation) depends upon the relative sizes of R and R'.


 

1,2-Trans-disubstituted: Both conformations are chiral, the conformation with both substituents in equatorial positions will be the minimum energy conformation.


 

1,3-Cis-disubstituted: Both conformations are chiral, the conformation with both substituents in equatorial positions will be the minimum energy conformation.


 

1,3-Trans-disubstituted: Both conformations are chiral, which is more stable (ie. the minimum energy conformation) depends upon the relative sizes of R and R'.


 

1,4-Cis-disubstituted: Both conformations are achiral, which is more stable (ie. the minimum energy conformation) depends upon the relative sizes of R and R'.


 

1,4-Trans-disubstituted: Both conformations are achiral, the conformation with both substituents in equatorial positions will be the minimum energy conformation.


 


b) The structures of the minimum energy conformation of the 12 possible isomers are shown below.
 


 

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