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Org chemistry drawing assignment - Coursework Example

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Label all non-favorable interactions, describe why they are unfavorable, and to what value (energy). Which is more stable, the trans or cis structure?
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"Org chemistry drawing assignment"

Download file to see previous pages 3) Draw trans-1,3-dimethylcyclohexane and cis-1,3-dimethylcyclohexane as their most stable chair conformations. Label all non-favorable interactions, describe why they are unfavorable, and to what value (energy). Which is more stable, the trans or cis structure?
All non-favorable 1,3-diaxial interactions are presented in the figure above. Such interactions are unfavorable because both methyl groups and hydrogens try to occupy the same space, which leads to destabilization of the molecule. Structure (I) should be highly unfavorable due to interaction between two methyl groups. As in the previous case, this destabilization is expressed in a value of several kJ/mole. Cis-1,3-dimethylcyclohexane represented in the rectangle is the most stable because both methyl groups occupy equatorial positions.
4) Draw trans-1,4-dimethylcyclohexane and cis-1,4-dimethylcyclohexane as their most stable chair conformations. Label all non-favorable interactions, describe why they are unfavorable, and to what value (energy). Which is more stable, the trans or cis structure?
Non-favorable 1,3-diaxial interactions are shown in the figure above. Such interactions are unfavorable because both methyl groups and hydrogens try to occupy the same space, which leads to destabilization of the molecule. As in all previous cases, this destabilization is expressed in a value of several kJ/mole. Trans-1,4-dimethylcyclohexane represented in the rectangle is the most stable because both methyl groups occupy equatorial positions.
Bromine is significantly bigger then ethyl substituent. For this reason, it will produce less steric interactions if bromine is in the equatorial position. For this reason, the conformation represented in the rectangular will be the most stable. It is expected that the most amount of cis-1-bromo-4-ethylcyclohexane will be with the equatorial ...Download file to see next pagesRead More
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