ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
10th Edition
ISBN: 9781260008562
Author: Carey
Publisher: MCG
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Chapter 24, Problem 49DSP
Interpretation Introduction
Interpretation:
The hexose shown by the Fischer projection is to be identified from given list of hexoses.
Concept introduction:
Aldohexoses possess four chirality centers; thus, they can have sixteen stereoisomers. Eight of them are D sugars while the remaining eight are L sugars.
Sugars having configuration D and L are enantiomers of each other. Hence, theyare mirror images of each other.
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Students have asked these similar questions
True or False:
1. The eclipsed conformation of a linear alkane IS called cis, while the anti conformation of an alkane IS called trans.
2. In the conversion of open-chain D-glucose to the ring form, the aldehyde carbon (carbon #1) bonds to the oxygen on carbon number 5 to form a ring that is both PYRANOSE and UNLOCKED.
12. Natural (2)-menthol, the essential oil primarily responsible for the flavor and aroma of peppermint, is
the IR,25,5R-stereoisomer. (a) Identify (2)-menthol from the structures you drew for Problem 50, part
(b). (b) Another of the naturally occurring diastereomers of menthol is (1)-isomenthol, the 1S 2R5R-
stereoisomer. Identify (1)-isomenthol among your structures. (c) A third is (1)-neomenthol, the
15.25,SR-compound. Find (1)-neomenthol among your structures. (d) Based on your understanding of
the conformations of substituted cyclohexanes (Section 4-4), what is the stability order (from most
stable to least) for the three diastereomers, menthol, isomenthol, and neomenthol?
10. Provide a structure of an isomer that has the molecular formula C5H8O2 and fits the criteria described below.
Note that all of the structures must be neutral and not have any formal charges on any of the atoms.
a) Contains an ester and an alkene
b) A chiral compound that
contains a ring, ether and ketone.
c) Contains an alcohol and an alkyne.
d) A meso compound that contains two alcohols.
Chapter 24 Solutions
ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
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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