Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Question
Chapter 25.4, Problem 10P
Interpretation Introduction
Interpretation:
There are eight possible stereoisomers of the aldopentoses.
Concept introduction:
There are three chiral carbons in aldopentoses and from which eight possible stereoisomers are obtained.
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(d) Draw the structure of the expected product when monosaccharide B undergo
mutarotation upon dissolving in water in the presence of Tollens reagent (AGNO3,
NHẠOH).
он
OH
O.
OH
OH
OH
monosaccharide B
1. Which of the following is not true
to the monosaccharide below?
H.
ОН
но-
-H-
но
ОН
ĆH2OH
O It is the Fischer Projection of D-glucose.
It is an aldohexose having 4 chiral
centers and 24 stereoisomers.
It is has a D-glucose because OH- group
bonded to the highest numbered chiral
C is pointing to the right.
It is a polyhydroxy ketone having 8
enantiomeric pair.
2. Draw the structure of the disaccharide a -glycosyl(1-6)-galactose in the B anomeric form
and circle the part of this structure that makes the compound a reducing sugar.
Chapter 25 Solutions
Organic Chemistry
Ch. 25.1 - Prob. 1PCh. 25.2 - Prob. 2PCh. 25.2 - Prob. 3PCh. 25.2 - Prob. 4PCh. 25.2 - Prob. 5PCh. 25.3 - Prob. 6PCh. 25.3 - Prob. 7PCh. 25.4 - Prob. 8PCh. 25.4 - Prob. 9PCh. 25.4 - Prob. 10P
Ch. 25.5 - Prob. 11PCh. 25.5 - Prob. 12PCh. 25.5 - Prob. 13PCh. 25.5 - Prob. 14PCh. 25.5 - Prob. 15PCh. 25.6 - Prob. 16PCh. 25.6 - Prob. 17PCh. 25.6 - Prob. 18PCh. 25.6 - Prob. 19PCh. 25.6 - Prob. 20PCh. 25.6 - Prob. 21PCh. 25.6 - Prob. 22PCh. 25.6 - Prob. 23PCh. 25.7 - Prob. 24PCh. 25.8 - Show the product you would obtain from the...Ch. 25.SE - Prob. 26VCCh. 25.SE - Prob. 27VCCh. 25.SE - Prob. 28VCCh. 25.SE - Prob. 29VCCh. 25.SE - Prob. 30MPCh. 25.SE - Prob. 31MPCh. 25.SE - Glucosamine, one of the eight essential...Ch. 25.SE - D-Glicose reacts with acetone in the presence of...Ch. 25.SE - Prob. 34MPCh. 25.SE - Prob. 35MPCh. 25.SE - Prob. 36APCh. 25.SE - Prob. 37APCh. 25.SE - Prob. 38APCh. 25.SE - Prob. 39APCh. 25.SE - Prob. 40APCh. 25.SE - Assign R or S configuration to each chirality...Ch. 25.SE - Prob. 42APCh. 25.SE - Prob. 43APCh. 25.SE - Prob. 44APCh. 25.SE - Prob. 45APCh. 25.SE - Prob. 46APCh. 25.SE - Prob. 47APCh. 25.SE - Prob. 48APCh. 25.SE - Prob. 49APCh. 25.SE - Prob. 50APCh. 25.SE - Prob. 51APCh. 25.SE - Prob. 52APCh. 25.SE - Prob. 53APCh. 25.SE - Prob. 54APCh. 25.SE - Prob. 55APCh. 25.SE - Prob. 56APCh. 25.SE - Prob. 57APCh. 25.SE - Prob. 58APCh. 25.SE - Prob. 59APCh. 25.SE - Prob. 60APCh. 25.SE - Prob. 61APCh. 25.SE - Prob. 62APCh. 25.SE - Prob. 63APCh. 25.SE - D-Mannose reacts with acetone to give a...Ch. 25.SE - Prob. 65APCh. 25.SE - Prob. 66APCh. 25.SE - Prob. 67APCh. 25.SE - Prob. 68APCh. 25.SE - Prob. 69APCh. 25.SE - Prob. 70APCh. 25.SE - Prob. 71AP
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- a. Classify this sugar based on its structural characteristics. A possible answer might look something like D-aldopentose. Н ОН Н CH2OH ОН OHarrow_forwardDescribe the following sugar. OH HO- OH но OH Ketose, furanose, a Aldose, pyranose, a Ketose, furanose, B Aldose, pyranose, Barrow_forwardComplete the following for each of the following structures below. Determine whether it is an aldohexose, aldopentose, ketohexose or ketopentose. Label the chiral carbon atoms using an asterisk. Determine the number of stereoisomers it can have. Label the molecule as a D or an L sugar.arrow_forward
- When an open-chain monosaccharide converts to a monosaccharide in cyclic form, an acetal is produced. True or False?arrow_forwardName this sugar. Include whether it is D or L.arrow_forwardIgnoring chirality, draw the Haworth structure of allose. The open-chain Fischer projection for the monosaccharide is given here. Include only the hydrogen atoms attached to the oxygen atoms in the OH groups when drawing the cyclic form.arrow_forward
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