Cis/trans disubstituted cyclohexanes help

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SUMMARY

The discussion focuses on the stability of various disubstituted cyclohexanes, specifically comparing trans-1,2-dimethylcyclohexane and cis-1,3-dimethylcyclohexane. It is established that trans-1,2-dimethylcyclohexane is less stable due to the proximity of the methyl groups, which leads to increased steric strain. Additionally, the stability of trans-1,4-dimethylcyclohexane versus cis-1,4-dimethylcyclohexane is analyzed, emphasizing the importance of using a Newman projection to visualize the spatial arrangement of substituents for accurate stability assessment.

PREREQUISITES
  • Understanding of cyclohexane conformations
  • Knowledge of steric strain and its effects on molecular stability
  • Familiarity with Newman projections for visualizing molecular structures
  • Basic principles of stereochemistry, including cis/trans isomerism
NEXT STEPS
  • Study the stability of various cyclohexane derivatives using molecular modeling software
  • Learn how to effectively draw and interpret Newman projections
  • Research the effects of steric hindrance on cyclohexane stability
  • Explore the concept of chair conformations in cyclohexane and their impact on substituent positioning
USEFUL FOR

Chemistry students, organic chemists, and anyone interested in understanding the conformational analysis of cyclohexanes and their stability.

undertoes
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I understand that a cyclohexane is usually more stable when the substituted group, like methyl, is in the equatorial axis.

However, is it possble to determine the stability between, say, trans-1,2-dimethylcyclohexane and cis-1,3-dimethylcyclohexane. My guess is that the trans-1,2-dimethyl is least stable because the methyl groups are closer together?

how about trans-1,4-dimethylcyclohexane and cis-1,4-dimethylcyclohexane? they are both on opposite sides, so how can you tell?
 
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You need to draw a Fisher projection
 
Actually, it's a Newman projection.
 

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