Draw the most stable conformer of methylcyclohexane and elaborate on its stability using the equatoriality principle.
Understand the Problem
The question is asking for the most stable conformer of methylcyclohexane and an explanation of its stability based on the equatorial positioning of substituents on the cyclohexane ring. This involves understanding steric interactions and how placing larger groups in equatorial positions minimizes steric hindrance and increases stability.
Answer
Chair conformation with the methyl group in the equatorial position is the most stable conformer of methylcyclohexane.
The most stable conformer of methylcyclohexane is the chair conformation with the methyl group in the equatorial position. This stability arises because the equatorial position minimizes steric hindrance and avoids destabilizing 1,3-diaxial interactions, consistent with the equatoriality principle.
Answer for screen readers
The most stable conformer of methylcyclohexane is the chair conformation with the methyl group in the equatorial position. This stability arises because the equatorial position minimizes steric hindrance and avoids destabilizing 1,3-diaxial interactions, consistent with the equatoriality principle.
More Information
The equatorial position in cyclohexane minimizes steric hindrance by orienting bulky substituents away from the ring, which reduces interactions with axial hydrogens. This leads to increased conformational stability as compared to the axial position, which experiences higher steric strain due to these interactions.
Tips
A common mistake is to place the methyl group in an axial position, which results in higher steric strain due to 1,3-diaxial interactions. Always prefer the equatorial position for bulky groups to minimize such strain.
Sources
- Methylcyclohexane - Stereoelectronics - stereoelectronics.org
- Substituted Cyclohexanes: Axial vs Equatorial - masterorganicchemistry.com
