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

ID: 736260 • 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. e 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.

Explanation / Answer

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

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