EBK ORGANIC CHEMISTRY
10th Edition
ISBN: 9781259636875
Author: Carey
Publisher: MCGRAW HILL BOOK COMPANY
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Question
Chapter 24.4, Problem 3P
Interpretation Introduction
Interpretation:
The Fisher projection for
Concept introduction:
An asymmetric carbon atom is represented as a cross in Fisher projection. The carbon chain is kept along the vertical line. The groups attached to asymmetric carbon atoms are arranged according to their configuration in Fisher projection.
The enantiomers of a chiral compound can be named with the help of right hand and left-hand configuration.
Aldopentose contains five carbon atoms and is a linear monosaccharide. D-erythrose and L-erythrose are enantiomers of each other. Also, D-threose and L-threose are enantiomers of each other.
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26. This compound is L-glyceraldehyde. Draw a stereochemically correct representation of C-1
and C-2 of D-glucose.
CHO
|
HO—C—H
|
CH2OH
27. Categorize each of the following as an aldose, a ketose, or neither.
28. Define each in 20 words or less:
(a) anomeric carbon;
(b) enantiomers;
(c) furanose and pyranose;
(d) glycoside;
(e) aldose and ketose.
29. A) Draw the structure of any aldohexose in the pyranose ring form. B) Draw the structure of
the anomer of the aldohexose you drew above. C) How many asymmetric carbons (chiral
centers) does each of these structures have? D) How many stereoisomers of the aldohexoses
you drew are theoretically possible?
30. A) Define "reducing sugar." (b) Sucrose is a disaccharide composed of glucose and fructose
(Glc(1 → 2)Fru). Explain why sucrose is not a reducing sugar, even though both glucose
and fructose are.
A D-aldopentose is oxidized by nitric acid to an optically active aldaric acid. A Wohl degradation of the aldopentose leads to a monosaccharide that is oxidized by nitric acid to an optically inactive aldaric acid. Identify the D-aldopentose.
Draw the structure of the following Monosaccharides using the Haworth projection :α-D-Arabinofuranose , β-D-Fructopyranose
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Chapter 24 Solutions
EBK ORGANIC CHEMISTRY
Ch. 24.2 - Prob. 1PCh. 24.3 - Problem 24.2 Which aldotetrose in the structure...Ch. 24.4 - Prob. 3PCh. 24.4 - Prob. 4PCh. 24.6 - Prob. 5PCh. 24.6 - Prob. 6PCh. 24.7 - Prob. 7PCh. 24.8 - Prob. 8PCh. 24.8 - Prob. 9PCh. 24.9 - Prob. 10P
Ch. 24.10 - Prob. 11PCh. 24.10 - Prob. 12PCh. 24.11 - Prob. 13PCh. 24.12 - Prob. 14PCh. 24.14 - Prob. 15PCh. 24.14 - Prob. 16PCh. 24.14 - Prob. 17PCh. 24.14 - Using Mechanism 24.2 as a guide, write a stepwise...Ch. 24.15 - Prob. 19PCh. 24.17 - Prob. 20PCh. 24.17 - Prob. 21PCh. 24.18 - Prob. 22PCh. 24.18 - Prob. 23PCh. 24.18 - Prob. 24PCh. 24.20 - Prob. 25PCh. 24 - Prob. 26PCh. 24 - Prob. 27PCh. 24 - Prob. 28PCh. 24 - Prob. 29PCh. 24 - Prob. 30PCh. 24 - Prob. 31PCh. 24 - Prob. 32PCh. 24 - Prob. 33PCh. 24 - Prob. 34PCh. 24 - Prob. 35PCh. 24 - Methyl glycosides of 2-deoxy sugars have been...Ch. 24 - Prob. 37PCh. 24 - Prob. 38PCh. 24 - Prob. 39PCh. 24 - Prob. 40PCh. 24 - Treatment of d-mannose with methanol in the...Ch. 24 - Prob. 42PCh. 24 - Prob. 43PCh. 24 - Prob. 44PCh. 24 - Prob. 45DSPCh. 24 - Prob. 46DSPCh. 24 - Prob. 47DSPCh. 24 - Prob. 48DSPCh. 24 - Prob. 49DSP
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