Exam 20: The Organic Chemistry of Carbohydrates

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An optically active D-aldopentose A produced an optically active alditol B upon treatment with sodium borohydride.When this aldopentose was subjected to a Ruff degradation,a D-aldotetrose C was generated.This aldotetrose yielded an optically inactive aldaric acid D upon oxidation with nitric acid.Use these data to provide the structures of compounds A,B,C,and D.

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Which of the following blood types is known as the universal acceptor?

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C

Is the following structure of glucose a D or L configuration? Explain. Is the following structure of glucose a D or L configuration? Explain.

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This is L-glucose because the OH group attached to the bottom-most stereogenic center is on the left in the Fisher projection.

In solution,glucose exists as

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Which of the following compounds is a nonreducing sugar? Which of the following compounds is a nonreducing sugar?

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Assign the proper configurational descriptor to each asymmetric center in D-glucose below. Assign the proper configurational descriptor to each asymmetric center in D-glucose below.

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Draw the more stable chair conformer of α-D-glucopyranose.

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Which of the following is the cyclic hemiacetal formed from 4-hydroxyheptanal? Which of the following is the cyclic hemiacetal formed from 4-hydroxyheptanal?

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Which of the following best represents the process of photosynthesis?

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Which of the D-aldopentoses yields an optically inactive aldonic acid upon oxidation with bromine water? Explain your answer.

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Which of the following best describes the sugar D-galactose? Which of the following best describes the sugar D-galactose?

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Provide the major organic product(s)of the reaction shown. Provide the major organic product(s)of the reaction shown.

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Which of the following statements best describes the main structural difference between cellulose and chitin?

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Sucrose is a disaccharide is the table sugar.It consists of

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Give the major product(s)for the following reaction. Give the major product(s)for the following reaction.

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A carbohydrate composed of three to ten sugar molecules is called a(n)

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What orbital interaction is the origin of the anomeric effect?

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Draw the Haworth structure of β-D-glucopyranose

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Why is β-D-glucopyranose more stable in nature than α-D-glucopyranose?

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Give the major product(s)for the following reaction. Give the major product(s)for the following reaction.

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