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3. a. (i) (ii) An aldopentose H is reduced by sodium borohydride (NaBH4) to produce an optically inactive alditol, I. Elongation of H, via Kiliani-Fischer synthesis, produces J, which undergoes oxidation by nitric acid to an optically inactive diacid, K. Aldopentose H has the L configuration. Draw the open chain Fischer projections of compounds H, I, J & K and explain your answer. Discuss the mechanism for the first step (the step using NaCN) of the Kiliani- Fischer elongation.

3. a. (i) (ii) An aldopentose H is reduced by sodium borohydride (NaBH4) to produce an optically inactive alditol, I. Elongation of H, via Kiliani-Fischer synthesis, produces J, which undergoes oxidation by nitric acid to an optically inactive diacid, K. Aldopentose H has the L configuration. Draw the open chain Fischer projections of compounds H, I, J & K and explain your answer. Discuss the mechanism for the first step (the step using NaCN) of the Kiliani- Fischer elongation.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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3. a. (i) (ii) An aldopentose H is reduced by sodium borohydride (NaBH4) to produce an optically inactive alditol, I. Elongation of H, via Kiliani-Fischer synthesis, produces J, which undergoes oxidation by nitric acid to an optically inactive diacid, K. Aldopentose H has the L configuration. Draw the open chain Fischer projections of compounds H, I, J & K and explain your answer. Discuss the mechanism for the first step (the step using NaCN) of the Kiliani- Fischer elongation.
Transcribed Image Text:3. a. (i) (ii) An aldopentose H is reduced by sodium borohydride (NaBH4) to produce an optically inactive alditol, I. Elongation of H, via Kiliani-Fischer synthesis, produces J, which undergoes oxidation by nitric acid to an optically inactive diacid, K. Aldopentose H has the L configuration. Draw the open chain Fischer projections of compounds H, I, J & K and explain your answer. Discuss the mechanism for the first step (the step using NaCN) of the Kiliani- Fischer elongation.
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