Cyclohexane Chair Conformations “Ring-Flip” Conformers

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Presentation transcript:

Cyclohexane Chair Conformations “Ring-Flip” Conformers CH 4-6: Cycloalkane Conformations II Cyclohexane Chair Conformations “Ring-Flip” Conformers In a conformational “ring – flip” all axial and equatorial groups “switch positions” due to C – C bond rotations. Are these isomers? NO!!! They are conformers.

Example: 1) Name the compound drawn to the right. Ignore cis-trans designations. 2-fluoro-4-isopropyl-1-methyl cyclohexane 2) Draw the most stable chair conformer. Remember: Most stable conformer is with the largest substituent in the equatorial position!

NO! They are stereoisomers! 3) Draw the “ring-flip” conformer. …is this a reasonable conformer…. Steric Hindrance: electron pair repulsion causes ring strain! NO! They are stereoisomers!