4. Ring Inversion of Substituted Cyclohexane 4.1 Two Chair Conformations of Substituted Cyclohexane Rings ● When Ring Flipping Occurs If a substituent is initially in the axial position, after ring flipping it will be in the position (and vice-versa). equatorial 4 Connectivity does NOT change. Substituents stay on the same side of the ring that they started on! The cis-trans relationships do NOT change (cis groups stay cis and trans groups stay trans.) 5 5 H3C Pown 3 6 3 6 CH3 CH3 2 2 pour eq vors the chair conformations. dorth and CH3 DOOR in energy than the 6 down 3 1 5 32 N S CH₂ On up on 02 2 CH₂

4. Ring Inversion of Substituted Cyclohexane 4.1 Two Chair Conformations of Substituted Cyclohexane Rings ● When Ring Flipping Occurs If a substituent is initially in the axial position, after ring flipping it will be in the position (and vice-versa). equatorial 4 Connectivity does NOT change. Substituents stay on the same side of the ring that they started on! The cis-trans relationships do NOT change (cis groups stay cis and trans groups stay trans.) 5 5 H3C Pown 3 6 3 6 CH3 CH3 2 2 pour eq vors the chair conformations. dorth and CH3 DOOR in energy than the 6 down 3 1 5 32 N S CH₂ On up on 02 2 CH₂

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter2: Alkanes And Cycloalkanes

Section: Chapter Questions

Problem 2.45P: Gibbs free energy differences between axial-substituted and equatorial-substituted chair...

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