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Coulson and Moffitt’s Modification

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Introduction

  • Coulson and Moffitt, in 1947, modified Baeyer’s theory by introducing the concept of non-planar ring structures, particularly for cyclohexane.

Key Concepts of Coulson and Moffitt’s

Non-Planar Structures

  • They proposed that cyclohexane is not planar but rather adopts non-planar structures like the chair and boat conformations, which relieve angle strain.

Bond Angle Deformation

  • Coulson and Moffitt introduced the idea that bond angles in larger rings can deviate slightly from the ideal tetrahedral angle without causing significant strain.

Stability Explanation

Cyclohexane

  • Cyclohexane is most stable in the chair conformation, where the bond angles are very close to 109.5°, and there is no angle strain.

  • The boat conformation, while less stable, also demonstrates that cyclohexane can adopt various non-planar forms to relieve strain.

Larger Rings

  • For rings larger than cyclohexane, Coulson and Moffitt's modification explains that they can adopt puckered or twisted conformations, reducing angle strain.

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