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Consider the following tetra-substituted cyclohexane: OH

Chapter 4, Problem 4.68

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QUESTION:

Consider the following tetra-substituted cyclohexane: OH Cl (a) Draw both chair conformations of this compound. (b) Determine which conformation is more stable. (c) At equilibrium, would you expect the compound to spend more than 95% of its time in the more stable chair conformation?

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QUESTION:

Consider the following tetra-substituted cyclohexane: OH Cl (a) Draw both chair conformations of this compound. (b) Determine which conformation is more stable. (c) At equilibrium, would you expect the compound to spend more than 95% of its time in the more stable chair conformation?

ANSWER:

Step 1 of 3

a.  If necessary, number the carbons to keep track of the positions of the substituents for the compound. Maintain the up or down configuration of each substituent by changing axial to equatorial and vice versa for the ring flip.

     

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