📚 Learning Guide
Cyclohexane Chair Conformations
hard

In a substituted cyclohexane with a bulky tert-butyl group and a smaller ethyl group, which configuration minimizes steric hindrance and maximizes stability in the chair conformation?

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Choose AnswerChoose the Best Answer

A

tert-butyl in the equatorial position and ethyl in the axial position

B

tert-butyl in the axial position and ethyl in the equatorial position

C

Both groups in equatorial positions

D

Both groups in axial positions

Understanding the Answer

Let's break down why this is correct

The tert‑butyl group is large and prefers the equatorial position because it has more space and avoids 1,3‑diaxial interactions. Other options are incorrect because Putting the bulky tert‑butyl in the axial position creates large clashes with rings that are close to the chair; Having both groups equatorial seems nice, but it forces the chair to adopt a less favorable tilt.

Key Concepts

Conformational Analysis of Cyclohexane Derivatives
Ring Flipping Mechanism
Stereochemistry in Chair Conformations
Topic

Cyclohexane Chair Conformations

Difficulty

hard 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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