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Multiple Choice
Which chair conformation of is the most stable?
A
The conformation with the methyl group in the position
B
The conformation with the methyl group in the position
C
The conformation with all hydrogens in positions
D
Both conformations are equally stable
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1
Identify the two possible chair conformations of methylcyclohexane: one with the methyl group in the axial position and the other with the methyl group in the equatorial position.
Recall that axial substituents experience 1,3-diaxial interactions, which are steric hindrances with axial hydrogens on the same side of the cyclohexane ring, causing increased steric strain.
Understand that equatorial substituents point outward from the ring, minimizing steric interactions and thus reducing strain compared to axial substituents.
Compare the steric strain in both conformations: the axial methyl group causes more steric hindrance due to 1,3-diaxial interactions, while the equatorial methyl group avoids these interactions.
Conclude that the chair conformation with the methyl group in the equatorial position is more stable because it minimizes steric strain and is energetically favored.