Concept explainers
(a)
Interpretation: The conversion of D-glucose into the given compound is to be predicted.
Concept introduction: The hydroxyl groups of monosaccharides are converted into the ether groups in presence of base and
(b)
Interpretation: The conversion of D-glucose into the given compound is to be predicted.
Concept introduction: The hydroxyl groups of monosaccharides are converted into the ether groups in presence of base and alkyl halide. The carbonyl group of aldoses can be reduced to alcohol using metal hydrides.
(c)
Interpretation: The conversion of D-glucose into the given compound is to be predicted.
Concept introduction: The
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ORGANIC CHEMISTRY W/CONNECT PKG
- a. How many stereogenic centers are present in α-D-galactose? b. Label the hemiacetal carbon in α-D-galactose. c. Draw the structure of β-D-galactose. d. Draw the structure of the polyhydroxy aldehyde that cyclizes to α- and β-D-galactose.arrow_forward(a) Draw the more stable chair form of fucose, an essential monosaccharide needed in the diet and a component of carbohydrates on mammalian and plant cell surfaces. (b) Classify fucose as a D- or Lmonosaccharide. (c) What two structural features are unusual in fucose?arrow_forwardDraw the product formed when each monosaccharide is oxidized with Benedict’s reagent.arrow_forward
- a. Differentiate Benedict’s test from Barfoed’s test. b. Arrange the following sugars according to their DECREASING reactivity with Benedict’s reagent. [fructose, starch, maltose, sucrose, glucose]arrow_forward(a) Label compounds A, B, and C as D- or L-sugars. (b) How are compounds A and B related? A and C? B and C? Choose from enantiomers, diastereomers, or constitutional isomers.arrow_forwardAnswer the following questions about monosaccharide B.a. Draw the β anomer of B in a Haworth projection.b. Draw the α anomer of B in a three-dimensional representation using a chair conformation.c. What products are formed when B undergoes the Kiliani–Fischer synthesis?d. What product is formed when B is treated with NaBH4 in CH3OH?e. Draw the disaccharide formed when two molecules of B are joined by a 1→4-β-glycosidic linkage.arrow_forward
- Answer the following questions about monosaccharide A.a. Draw the α anomer of A in a Haworth projection.b. Draw the β anomer of A in a three-dimensional representation using a chair conformation.c. What two aldoses yield A in a Wohl degradation?d. What product is formed when A undergoes a Wohl degradation?e. What product is formed when A reacts with Ag2O in NH4OH?arrow_forwardWhat is the difference between Fehling A and Fehling B? Fehling’s test is used to detect sugar in the urine of people suffering from diabetes. Why do you think sugars can be detected in this way?arrow_forwardDraw both pyranose anomers of each aldohexose using a three-dimensional representation with a chair pyranose. Label each anomer as α or β.arrow_forward
- Label the four stereogenic centers in sorbitol as R or S. (see attached file)arrow_forward3-Fucosyllactose is another HMO found in breast milk. (a) Locate any acetal and hemiacetal. (b) What products are formed when 3-fucosyllactose is hydrolyzed in aqueous acid?arrow_forwardAnswer the following question about monosaccharide A. What product is formed when A undergoes a Wohl degradation?arrow_forward
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning