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

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. 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-0 bonds in compound B minimize 1,3-interactions. Steric interactions between ring oxygens in compound B force the -OH group into the axial position. The lone pair electrons emanating from the ring oxygens in compound B allow intramolecular hydrogen bonding with the -OH hydrogen.

Explanation / Answer

4 TH ANSWER THE LONE PAIR OF ELECTRONS FAVORS THE INTRAMOLECULAR H-BONDS

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