Problem: One chair conformation of the sugar galactose is given below. Complete the tetrahedral representation by filling in the missing substituent groups. It is only necessary to show bonds to groups that are not hydrogen in your tetrahedral representation. Use wedges, dashed wedges, and normal lines as appropriate to show the stereochemistry clearly and unambiguously. Consider the oxygen atom that is part of the 6-membered ring to be your “reference” atom! Then, draw the conformation that will result upon “chair flip” of the given chair. Write your answer in the empty box on the right side of the page. Remember, the 6-membered ring includes an oxygen atom! Indicate which chair is more stable by marking the appropriate box with the symbol “X”.

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One chair conformation of the sugar galactose is given below. Complete the tetrahedral representation by filling in the missing substituent groups. It is only necessary to show bonds to groups that are not hydrogen in your tetrahedral representation. Use wedges, dashed wedges, and normal lines as appropriate to show the stereochemistry clearly and unambiguously. Consider the oxygen atom that is part of the 6-membered ring to be your “reference” atom! Then, draw the conformation that will result upon “chair flip” of the given chair. Write your answer in the empty box on the right side of the page. Remember, the 6-membered ring includes an oxygen atom! Indicate which chair is more stable by marking the appropriate box with the symbol “X”.

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Our tutors have indicated that to solve this problem you will need to apply the Chair Flip concept. You can view video lessons to learn Chair Flip. Or if you need more Chair Flip practice, you can also practice Chair Flip practice problems.

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Based on our data, we think this problem is relevant for Professor Daoudi's class at UCF.