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Cyclohexane Chair Conformations
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In a cyclohexane derivative with a bulky substituent in the equatorial position, how does this affect the molecule's overall stability compared to when the same substituent is in the axial position?

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Learning Path

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Choose AnswerChoose the Best Answer

A

The molecule is more stable with the bulky substituent in the equatorial position.

B

The molecule is equally stable regardless of the substituent position.

C

The molecule is more stable with the bulky substituent in the axial position.

D

The stability cannot be determined without additional information.

Understanding the Answer

Let's break down why this is correct

When a large group sits in the equatorial spot, it sits lower and spreads out, so the ring has less crowding. Other options are incorrect because Thinking the positions are equal ignores the fact that axial places a bulky group directly up against many other parts of the ring; It sounds reasonable that the upright axial spot gives more room, but it actually forces the bulky group into close contact with neighboring atoms.

Key Concepts

Energy Comparison of Conformations
Topic

Cyclohexane Chair Conformations

Difficulty

easy level question

Cognitive Level

understand

Deep Dive: Cyclohexane Chair Conformations

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Definition
Definition

Cyclohexane molecules exhibit chair conformations where axial and equatorial positions determine stability. Chair flips involve interchanging axial and equatorial hydrogens without breaking bonds. The positioning of substituents like methyl groups affects energy levels and steric interactions, impacting molecular stability and reactivity.

Topic Definition

Cyclohexane molecules exhibit chair conformations where axial and equatorial positions determine stability. Chair flips involve interchanging axial and equatorial hydrogens without breaking bonds. The positioning of substituents like methyl groups affects energy levels and steric interactions, impacting molecular stability and reactivity.

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