Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 22, Problem 20P
Interpretation Introduction
Interpretation:
The structural formulas of the given compounds are to be represented.
Concept Introduction:
▸ There are many ways of representing
▸ Fischer’s projection method represents the structure of
▸ The Haworth formulas demonstrate the cyclic form of glucose acetals6-carbon-atom rings. It represents the chirality center of the open-chain form through the cyclic forms. The chair form conformations represent the most accurate conformations of the ring structures.
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Draw the structure of: (a) a polysaccharide formed by joining D-mannose units in 1→4-β- glycosidic linkages; (b) a polysaccharide formed by joining D-glucose units in 1→6-α- glycosidic linkages. The polysaccharide in (b) is dextran, a component of dental plaque.
What glycosides are formed when each monosaccharide is treated with CH3CH2OH, HCl: (a) β-D-mannose; (b) α-D-gulose; (c) β-D-fructose?
Lactose is a disaccharide in which a glycosidic linkage
connects the monosaccharides galactose and glucose.
OH
НО
OH
(a) Identify the glycosidic linkage and the acetal carbon
in lactose.
(b) What type of glycosidic linkage does lactose have
(i.e., is it 1,1'-, 1,2'-, etc., and is it a or B)?
(c) People who are lactose intolerant are deficient in
the enzyme lactase, and therefore cannot efficiently
break down the disaccharide into its monosaccharides. When lactose is treated with aqueous acid, however, this
hydrolysis can take place, though relatively slowly. Draw the complete, detailed mechanism and the products of the
acid-catalyzed hydrolysis of lactose.
Но
ОН
НО
ОН
ОН
Lactose
Chapter 22 Solutions
Organic Chemistry
Ch. 22 - Prob. 1PPCh. 22 - Prob. 2PPCh. 22 - Prob. 3PPCh. 22 - Prob. 4PPCh. 22 - Prob. 5PPCh. 22 - Prob. 6PPCh. 22 - Prob. 7PPCh. 22 - Prob. 8PPCh. 22 - Practice Problem 22.9 What products would you...Ch. 22 - Prob. 10PP
Ch. 22 - Prob. 11PPCh. 22 - Prob. 12PPCh. 22 - Prob. 13PPCh. 22 - Prob. 14PPCh. 22 - Prob. 15PPCh. 22 - Prob. 16PPCh. 22 - Prob. 17PPCh. 22 - Prob. 18PPCh. 22 - Prob. 19PPCh. 22 - Prob. 20PCh. 22 - Prob. 21PCh. 22 - Prob. 22PCh. 22 - Prob. 23PCh. 22 - Prob. 24PCh. 22 - Prob. 25PCh. 22 - Prob. 26PCh. 22 - Prob. 27PCh. 22 - Prob. 28PCh. 22 - Prob. 29PCh. 22 - Prob. 30PCh. 22 - Prob. 31PCh. 22 - Prob. 32PCh. 22 - Prob. 33PCh. 22 - Prob. 34PCh. 22 - Prob. 35PCh. 22 - Prob. 36PCh. 22 - Prob. 37PCh. 22 - Prob. 38PCh. 22 - Arbutin, a compound that can be isolated from the...Ch. 22 - Prob. 40PCh. 22 - Prob. 41PCh. 22 - Prob. 42PCh. 22 - Prob. 43PCh. 22 - 22.44 The following reaction sequence represents...Ch. 22 - 22.45
The NMR data for the two anomers...Ch. 22 - Shikimic acid is a key biosynthetic intermediate...
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