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Solved: Gentiobiose, a rare disaccharide found in saffron and gentian, is a reducing

Organic Chemistry | 8th Edition | ISBN: 9780840054449 | Authors: John E. McMurry ISBN: 9780840054449 463

Solution for problem 25.48 Chapter 25

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780840054449 | Authors: John E. McMurry

Organic Chemistry | 8th Edition

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Problem 25.48

Gentiobiose, a rare disaccharide found in saffron and gentian, is a reducing sugar and forms only d-glucose on hydrolysis with aqueous acid. Reaction of gentiobiose with iodomethane and Ag2O yields an octamethyl derivative, which can be hydrolyzed with aqueous acid to give 1 equivalent of 2,3,4,6-tetraO-methyl-d-glucopyranose and 1 equivalent of 2,3,4-tri-O-methyl-d-glucopyranose. If gentiobiose contains a b-glycoside link, what is its structure?

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Chapter 25, Problem 25.48 is Solved
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Textbook: Organic Chemistry
Edition: 8
Author: John E. McMurry
ISBN: 9780840054449

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Solved: Gentiobiose, a rare disaccharide found in saffron and gentian, is a reducing