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Name: Problem of the week #15 (for week 16)-November 27, 2018 (Tuesday) oChem2 (Section 4, CHE 3643.004)-BONUS!) EXTRA HOMEWORK Chapters 28/29-Sugars/Amino Acids (Will be collected on NOVEMBER 29, 2018- THURSDAY:*8:30AM 1. Below is the staggered structure of D-glucose: D-glucose (A) Starting from the staggered conformation, draw D-glucose as a Fischer projection (you will have to draw the eclipsed conformation first). Go through all of the steps to show how you came up with the Fischer projection of D-glucose. Your eclipsed drawing of D-glucose. Your Fischer Projection. (B) Draw the B-anomer form of the cyclic hemiacetal form of D-glucose by converting your Fischer projection to a Haworth projection (B-anomer). Show the steps to do this transformation. Steps to convert to your Haworth Projection Your Haworth Projection. (C) The a-anomer of the cyclic hemiacetal form of glucose is the axial conformation, but you learned in the first semester of organic chemistry (OCHEM1) that the axial conformation is unstable due to 1,3-diaxial strain. Draw the chair conformations of the A-D-glucose molecule and the a-D-glucose molecule- label each one. Show two 1,3-diaxial strain interactions. On the same molecule, give a reason why the a-conformer of D-glucose is somewhat stable.
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