Question

Question 4: The Haworth projections of the furanose and pyranose forms of D-glucose are shown below:

ОШ .CH-ОН Онш CH-ОнН Не ОН Н O он Он ОН Он Cн-он CH-он Он о о Он Он Он Он ОН Он ОН or

a) Make models of each and determine which is the most stable and what types of strain are involved to make other forms less favored. Draw these models.

b) Can you see how the lone pairs of the hemi-acetal ring oxygen are positioned to interact with the anti-bonding orbital of the sp³ hybrid of the other C-O of the hemi-acetal (i.e. the new OH group formed when the hemi-acetal is generated)? Point this out in your drawings.

Answer 1

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