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O Macmill Compound A exists mostly in a chair conformation with an equatorial -OH group, but compound B prefers a chair conformation with an axial -OH group. OH LOH A B Offer an explanation for the observation: The ring oxygens in compound B encourage intermolecular hydrogen bonding. The -OH group naturally moves to the axial position when several compound B molecules are hydrogen bonded together. The short C-O bonds in compound B minimize 1,3-interactions. The lone pair electrons emanating from the ring oxygens in compound B allow intramolecular hydrogen bonding with the-OH hydrogen. Steric interactions between ring oxygens in compound B force the -OH group into the axial position.

O Macmill Compound A exists mostly in a chair conformation with an equatorial -OH group, but compound B prefers a chair conformation with an axial -OH group. OH LOH A B Offer an explanation for the observation: The ring oxygens in compound B encourage intermolecular hydrogen bonding. The -OH group naturally moves to the axial position when several compound B molecules are hydrogen bonded together. The short C-O bonds in compound B minimize 1,3-interactions. The lone pair electrons emanating from the ring oxygens in compound B allow intramolecular hydrogen bonding with the-OH hydrogen. Steric interactions between ring oxygens in compound B force the -OH group into the axial position.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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O Macmill Compound A exists mostly in a chair conformation with an equatorial -OH group, but compound B prefers a chair conformation with an axial -OH group. OH LOH A B Offer an explanation for the observation: The ring oxygens in compound B encourage intermolecular hydrogen bonding. The -OH group naturally moves to the axial position when several compound B molecules are hydrogen bonded together. The short C-O bonds in compound B minimize 1,3-interactions. The lone pair electrons emanating from the ring oxygens in compound B allow intramolecular hydrogen bonding with the-OH hydrogen. Steric interactions between ring oxygens in compound B force the -OH group into the axial position.
Transcribed Image Text:O Macmill Compound A exists mostly in a chair conformation with an equatorial -OH group, but compound B prefers a chair conformation with an axial -OH group. OH LOH A B Offer an explanation for the observation: The ring oxygens in compound B encourage intermolecular hydrogen bonding. The -OH group naturally moves to the axial position when several compound B molecules are hydrogen bonded together. The short C-O bonds in compound B minimize 1,3-interactions. The lone pair electrons emanating from the ring oxygens in compound B allow intramolecular hydrogen bonding with the-OH hydrogen. Steric interactions between ring oxygens in compound B force the -OH group into the axial position.
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