Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 25, Problem 25.15P
Interpretation Introduction
Interpretation:
The 2,6-Dideoxy-D-altrose is also known as D-digitoxose which is a monosaccharide obtained on hydrolysis of digitoxin. The structural formula of 2,6-Dideoxy-D-altrose has to be drawn.
Concept Introduction:
The term Deoxy states that the hydroxyl group (
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Chapter 25 Solutions
Organic Chemistry
Ch. 25.1 - Prob. 25.1PCh. 25.2 - Prob. 25.2PCh. 25.2 - Prob. 25.3PCh. 25.3 - Prob. 25.4PCh. 25.3 - Prob. 25.5PCh. 25.3 - Prob. AQCh. 25.3 - Prob. BQCh. 25.3 - Prob. CQCh. 25.3 - Prob. DQCh. 25.3 - How many stereoisomers would result from the...
Ch. 25.4 - Prob. 25.6PCh. 25 - Prob. 25.7PCh. 25 - Prob. 25.8PCh. 25 - Prob. 25.9PCh. 25 - Prob. 25.10PCh. 25 - Prob. 25.11PCh. 25 - Prob. 25.12PCh. 25 - Prob. 25.13PCh. 25 - Prob. 25.14PCh. 25 - Prob. 25.15PCh. 25 - Prob. 25.16PCh. 25 - Prob. 25.17PCh. 25 - Prob. 25.18PCh. 25 - Prob. 25.19PCh. 25 - Prob. 25.20PCh. 25 - Prob. 25.21PCh. 25 - Prob. 25.22PCh. 25 - Prob. 25.23PCh. 25 - Prob. 25.24PCh. 25 - Prob. 25.25PCh. 25 - Prob. 25.26PCh. 25 - Prob. 25.27PCh. 25 - Prob. 25.28PCh. 25 - Prob. 25.29PCh. 25 - Prob. 25.30PCh. 25 - Prob. 25.31PCh. 25 - Prob. 25.32PCh. 25 - Prob. 25.33PCh. 25 - Prob. 25.34PCh. 25 - In making candy or sugar syrups, sucrose is boiled...Ch. 25 - Prob. 25.36PCh. 25 - Prob. 25.37PCh. 25 - Prob. 25.38PCh. 25 - Prob. 25.39PCh. 25 - Prob. 25.40PCh. 25 - Prob. 25.41PCh. 25 - Prob. 25.42PCh. 25 - Prob. 25.43PCh. 25 - Digitalis is a preparation made from the dried...Ch. 25 - Prob. 25.45PCh. 25 - Prob. 25.46PCh. 25 - Prob. 25.47PCh. 25 - Prob. 25.48PCh. 25 - Prob. 25.49PCh. 25 - Prob. 25.50P
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- Give the common name of each disaccharide. a-D-glucopyranosyl – (1 à 4) -b-D-glucopyranose b-D-galactopyranosyl – (1 à 4) - a-D-glucopyranoside a-D-glucopyranosyl – (1 à 2) - b-D-fructofuranoside b-D-glucopyranosyl – (1 à 4) - b-D-glucopyranosearrow_forward9 A disaccharide consists of the molecules of D-glucose and D-glucosamine joined by a (1a, 1b)-glucosidic bond. a) Draw the structure of the disaccharide (Haworth projection) if you know that in D- glucose the anomeric carbon has an a-configuration. b) Give the name of the union you drew in question a. c) Draw the structure of the product (cantilever conformation) resulting from the effect of excess acetic anhydride and pyridine on the disaccharide. Hint: D-glucosamine has the same structure as D-glucose, but C-2 has an amino group instead of a hydroxyl.arrow_forwardThe following is the structure of salicin, a bitter-tasting compound found in the bark of willow trees: The aromatic ring portion of this structure is quite insoluble in water. How would forming a glycosidic bond between the aromatic ring and β - D -glucose alter the solubility?arrow_forward
- Monosaccharides can be drawn in a variety of ways, and in truth, often a mixture of cyclic compounds is present in a solution. Identify each monosaccharide, including its proper D,L designation, drawn in a less-than-typical fashion.arrow_forwardDescribe each glycosidic bond in this trisaccharide.arrow_forwardWhich statement about the following disaccharide is correct?arrow_forward
- Identify the type of glycosidic bond in the following disaccharide. CH,OH H H ОН Н CH2 H H H ОН Н HO ОН H. ОН HO H H OH O B-1,4-glycosidic bond O a-1,4-glycosidic bond O B-1,6-glycosidic bond O a-1,6-glycosidic bondarrow_forwardRaffinose is a trisaccharide (found in sugar beets) containing D-galactose ,D-glucose ,and D-fructose ,the enzyme a-galactase catalyze the hydrolysis of raffinose a to galactose and ysucrose. Draw the structure of raffinose .(the bond from galactose to the glucose moiety is a-1,6)arrow_forward2) a. Give the name of the following glycoside: но он но но b. Draw the structure of the disaccharide B-D-GlcNAcp-(1→3)-a-D-Galp.arrow_forward
- Classify each monosaccharide according to the position of the carbonyl group and the number of carbon atoms in the molecule. CHO CH₂OH OH H -OH CH,OH aldotriose aldotetrose aldopentose ketotetrose ketotriose ketopentose galactose ketopentose aldotetrose ketotetrose ketohexose aldohexose aldopentose OH OH aldotetrose aldopentose ketohexose aldohexose ketopentose ketotetrosearrow_forwardConsider N-acetyl-d-glucosamine Q.) Draw a chair conformation for the disaccharide formed by joining two units of the pyranose form of N-acetyl-d-glucosamine by a b-1,4-glycosidic bond. If you draw this correctly, you have the structural formula for the repeating dimer of chitin, the structural polysaccharide component of the shell of lobsters and other crustaceans.arrow_forward14. (a) Identify the acetal and the ketal group in the following disaccharide. (b) Decide whether the compound is a non-reducing or reducing sugar. OH НО HƠ HO Н HO Н НО HO 15. (a) Identify the glycosidic bond in the following disaccharide. (b) Decide whether the compound is a non-reducing or reducing sugar. (c) Polysaccharide units are usually bonded together with a or B 1, 6 or 1, 4 linkages. What linkage is used in the disaccharide shown below? s) НО НО НО HO НО -OH OH -H OH CH2OH 16. Draw the structure for 1,4-B-D-galactopyranosyl-D-glucose. ( но- 17. Assign an R/S designation to each chirality center in the following compound: ( CHO НО -OHarrow_forward
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