📚 Learning Guide
Cycloalkane Conformations
easy

In a conformational energy diagram for cyclohexane, which of the following conformations corresponds to the highest potential energy due to steric strain?

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Learning Path
Learning Path

Question & Answer
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2
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3
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Choose the Best Answer

A

Chair conformation

B

Boat conformation

C

Twist-boat conformation

D

All equatorial conformation

Understanding the Answer

Let's break down why this is correct

Answer

The highest‑energy conformation of cyclohexane is the boat form, because it forces many atoms to be close together, creating severe steric clashes and torsional strain. In the boat shape, several hydrogens on adjacent carbons are forced into gauche positions, causing both eclipsing interactions and 1,3‑dipole repulsions. These repulsions raise the potential energy above that of the chair, which is the most stable conformation. For example, in a boat, two axial hydrogens on the same side of the ring are only about 2. 5 Å apart, far closer than the 3.

Detailed Explanation

The boat shape places many hydrogens close together, causing torsional and steric strain. Other options are incorrect because The chair shape has almost no close hydrogen contacts, so it is the lowest energy conformation, not the highest; The twist-boat shape reduces strain compared to a normal boat by relieving some of the close contacts.

Key Concepts

Conformational Energy Diagrams
Topic

Cycloalkane Conformations

Difficulty

easy level question

Cognitive Level

understand

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