The reagent periodate (IO,") oxidatively cleaves the carbon-carbon bondsbetween two adjacent carbons carrying hydroxyl groups. Explain how pe-riodate oxidation might be used to distinguish between methyl glycosides ofglucose in the pyranose and furanose forms.

Periodate is an oxidative reagent that cleaves carbon-carbon bonds carrying hydroxyl groups…

Answered: The reagent periodate (IO,")…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter25: Biomolecules: Carbohydrates

Section25.SE: Something Extra

Problem 37AP

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The reagent periodate (IO4-) oxidatively cleaves the carbon–carbon bondsbetween two adjacent carbons carrying hydroxyl groups. Explain howperiodate oxidation might be used to distinguish between methyl glycosidesof glucose in the pyranose and furanose forms.
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D-glucose and L-glucose would be expected to show differences in which of the followingp roperties? (Answer the items as dif erent or not different) a. Solubility in an achiral solvent b. Density c. Melting point d. Solubility in a chiral solvent e. Freezing point f. Reaction with ethanol (achiral compound) g. Reaction with (+)-lactic acid (chiral compound)
Regarding 4-O- (α-D-psychofuranosyl) -β-D-allopyranose. Please indicate the RIGHT alternative: (a) The disaccharide reacts with CH3OH in an acid medium to form a glycoside that cannot be oxidized with HNO3. (b) It is a reducing disaccharide only in basic medium. (c) In the structure there is only one glycosidic bond that is of the type β 1-O-4 ' (d) The hydrolysis products of this disaccharide do not show mutarrotation. (e) The disaccharide structure contains two six-membered rings.
Which of the follwoing structures are a reducing sugar and which are not
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An unknown reducing disaccharide is found to be unaffected by invertase enzymes. Treatment with an a@galactosidasecleaves the disaccharide to give one molecule of d-fructose and one molecule of d-galactose. When the disaccharideis treated with excess iodomethane and silver oxide and then hydrolyzed in dilute acid, the products are2,3,4,6-tetra-O-methylgalactose and 1,3,4-tri-O-methylfructose. Propose a structure for this disaccharide, and give itscomplete systematic name.
Aldohexoses A and B are formed from aldopentose C via a Kiliani–Fischer synthesis. Nitric acid oxidizes A to an optically active aldaric acid, B to an optically inactive aldaric acid, and C to an optically active aldaric acid. Wohl degradation of C forms D, which is oxidized by nitric acid to an optically active aldaric acid. Wohl degradation of D forms (+)-glyceraldehyde. Identify A, B, C, and D.
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The reagent periodate (IO,") oxidatively cleaves the carbon-carbon bonds between two adjacent carbons carrying hydroxyl groups. Explain how pe- riodate oxidation might be used to distinguish between methyl glycosides of glucose in the pyranose and furanose forms.