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Offer an explanation for the following observation: Compound A exists mostly in

ID: 730037 • Letter: O

Question

Offer an explanation for the following observation: 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. Steric interactions between ring oxygens in compound B force the - Oh group into axial position. There short C - O bonds in compound B minimize 1,3 - interactions. The lone pair electrons emanating from the ring oxygen in compound B allow intermolecular hydrogen bonding with the - OH hydrogen. E ring oxygens in the compound B encourage intermolecular hydrogen bonding. The - OH group naturally moves to the axial position when several compound B molecule are hydrogen bonded together.

Explanation / Answer

option 3rd

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