Chapter 23: Q37P (page 1236)
Give an equation to show the reduction of Tollens reagent by maltose.
Short Answer
The reduction of Tollens reagent by maltose is shown below.
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Chapter 23: Q37P (page 1236)
Give an equation to show the reduction of Tollens reagent by maltose.
The reduction of Tollens reagent by maltose is shown below.
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Show the products that result from hydrolysis of amygdalin in dilute acid. Can you suggest why amygdalin might be toxic to tumor (and possibly other) cells?
Is gentiobiose a reducing sugar? Does it mutarotate? Explain your reasoning.
Question. (a) Figure 23-2 shows that the degradation of D-glucose gives D-arabinose, an aldopentose. Arabinose is most stable in its furanose form. Draw D-arabinofuranose.
(b) Ribose, the C2 epimer of arabinose, is most stable in its furanose form. Draw D-ribofuranose.
After a series of Kiliani–Fischer syntheses on (+)-glyceraldehyde, an unknown sugar is isolated from the reaction mixture. The following experimental information is obtained:
(1) Molecular formula C6H12O6
(2) Undergoes mutarotation.
(3) Reacts with bromine water to give an aldonic acid.
(4) Reacts with HNO3 to give an optically active aldaric acid.
(5) Ruff degradation followed by HNO3 oxidation gives an optically inactive aldaric acid. (6) Two Ruff degradations followed by HNO3 oxidation give meso-tartaric acid.
(7) When the original sugar is treated with CH3I and Ag2O, a pentamethyl derivative is formed. Hydrolysis gives a tetramethyl derivative with a free hydroxy group on C5.
(a) Draw a Fischer projection for the open-chain form of this unknown sugar. Use Figure 23-3 to name the sugar.
(b) Draw the most stable conform
Draw the Haworth projection for the cyclic structure of D-mannose by laying down the Fischer projection.
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