Concept explainers
(a)
To determine: The structure of
Interpretation: The structure of
Concept introduction: The species that are asymmetric in nature have a tendency to rotate plane of polarized light and is thus optically active in nature.
(b)
To determine: The structure of
Interpretation: The structure of
Concept introduction: The species that are asymmetric in nature have a tendency to rotate plane of polarized light and is thus optically active in nature.
(c)
To determine: The structure of given aldohexose X.
Interpretation: The structure of given aldohexose X is to be stated.
Concept introduction: The species that are asymmetric in nature have a tendency to rotate plane of polarized light and is thus optically active in nature.
(d)
To determine: If the given information contradicts the principle that optically inactive reagents cannot form optically active products.
Interpretation: The validation of the statement that optically inactive reagents cannot form optically active products for the given information is to be stated.
Concept introduction: The species that are asymmetric in nature have a tendency to rotate plane of polarized light and is thus optically active in nature.
(e)
To determine: The aldotetrose product obtained after the further degradation of aldopentose and the product formed after the oxidation of the degraded product using nitric acid.
Interpretation: The aldotetrose product obtained after the further degradation of aldopentose and the product formed after the oxidation of the degraded productusing nitric acid. is to be stated.
Concept introduction: The species that are asymmetric in nature have a tendency to rotate plane of polarized light and is thus optically active in nature.
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Organic Chemistry (9th Edition)
- Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine,soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence. a. Is stachyose a reducing sugar?b. What product is formed when stachyose is treated with excess CH3I, Ag2O?c. What products are formed when the product in (e) is treated with H3O+?arrow_forwardIdentify the sugar in each description. a. An aldopentose that is not d-arabinose forms d-arabinitol when it is reduced with NaBH4. b. A sugar that is not D-altrose forms d-altraric acid when it is oxidized with nitric acid. c. A ketose that, when reduced with NaBH4, forms d-altritol and d-allitol.arrow_forward5. Which two D-pentose sugars give optically active alditols when reduced with NABH4 CHO н— он CH2OH D-glyceraldehyde. Сно CHO H HOH H HOH CH2OH „D-erythrose HO H H HOH ČH2OH D-threose CHO CHO CHO CHO -OH HO-H H OH Но -O- H +OH но -H но- H- HFOH CH2OH H- -OH H +OH H FOH CH2OH CH2OH ČH2OH D-ribose D-arabinose D-хylose D-lyхose CHO CHO CHO CHO Сно CHO CHO CHO HO-H HO-H HO-H H HOH но—н но—н H FOH H HOH H +OH HO-H H FOH H- -O- HO-H но- H OH H- -O- но но—н H FOH HO-H H +OH CH2OH H HOH H -OH H HOH H FOH но FH HHOH ČH2OH HHOH ČH2OH H- -OH H -OH H- -OH -OH ČH2OH ČH2OH CH2OH CH2OH ČH2OH D-allose D-altose D-glucose D-mannose D-gulose D-idose D-galactose D-talosearrow_forward
- Draw the products formed when ß-D-galactose is treated with each reagent.a. Ag2O + CH3Ib. NaH + C6H5CH2Clc. The product in (b), then H3O+d. Ac2O + pyridinee. C6H5COCl + pyridinef. The product in (c), then C6H5COCl + pyridinearrow_forwardSugar alcohols (alditols) are formed by chemically reducing aldoses or ketoses. Which one of the following sugars will give a negative Benedict's Test? aldopentoses alditols 2- Ketopentoses an aldose undergoing mutarotation in solutionarrow_forwardName an aldohexose other than d-glucose that is oxidized to d-glucaric acid by nitric acid. a. What is another name for d-glucaric acid? b. Name another pair of aldohexoses that are oxidized to identical aldaric acids.arrow_forward
- Which pairs of molecules are interconvertible via mutarotation? O a. D-glucose and D-fructose O b. D-glucose and D-galactose O c. D-glucose and D-glucosamine O d. a-D-glucose and B-D-glucosearrow_forwardA D-aldohexose A is formed from an aldopentose B by the Kiliani–Fischer synthesis. Reduction of A with NaBH4 forms an optically inactive alditol. Oxidation of B forms an optically active aldaric acid. What are the structures of A and B?arrow_forward(d) Draw the structure of the expected product when monosaccharide B undergo mutarotation upon dissolving in water in the presence of Tollens reagent (AGNO3, NHẠOH). он OH O. OH OH OH monosaccharide Barrow_forward
- C. Trehalose and maltose are both dimers of glucose. However, they have considereably different reactivities. Concisely explain why these differences are observed. HO НО НО HO Но HO OH Он HO OHOH Но trehalose maltose 1. Malthose is a reducing sugar while trehalose is not. 2. Trehalose is very resistant to acid hydrolysis while maltose can be acid-hydrolyzed with ease.arrow_forwardWhich of the following is FALSE? a. D-altrose and D-talose have the same osazones. b. D-glucose and D-galactose have different osazones. c. Trioses and tetroses cannot form the furfural derivatives because of their inability to form the 5-membered ring. d. Barfoed’s reagent, a weaker oxidizing agent than Benedict’s reagent, can only oxidize monosaccharides.arrow_forwarda. In an aqueous solution, d-glucose exists in equilibrium with two six-membered ring compounds. Draw the structures of these compounds.b. Which of the six-membered ring compounds will be the major product?arrow_forward
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