Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 5, Problem 5.25SP
The following four structures are naturally occurring optically active compounds. Star (*) the asymmetric carbon atoms in these structures.
Expert Solution & Answer
Interpretation Introduction
Interpretation: The asymmetric carbon atoms in the given structures are to be marked by star.
Concept introduction: A chiral carbon atom is attached to four different atoms or group of atoms and shows a tetrahedral geometry. The mirror image of a chiral compound is non-super imposable. The two different forms in which a single chiral carbon can exist are referred as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centers.
To determine: The asymmetric carbon atoms in the given structures marked by star.
Answer to Problem 5.25SP
The asymmetric carbon atoms in the given structure have been marked by star.
Explanation of Solution
The given compound is serine. It is attached to
The asymmetric carbon atom present in it is marked by star as shown below.
Figure 1
The given compound is erythrose. There are two chiral centres present in it.
The asymmetric carbon atoms present in it are marked by star as shown below.
Figure 2
The given compound is menthol. There are three chiral centres present in it.
The asymmetric carbon atoms present in it are marked by star as shown below.
Figure 3
The given compound is camphor. There are two chiral centres present in it.
The asymmetric carbon atoms present in it are marked by star as shown below.
Figure 4
Conclusion
The asymmetric carbon atoms in the given structure have been marked by star.
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Students have asked these similar questions
(a
4 shows scanning electron microscope (SEM) images of extruded
actions of packing bed for two capillary columns of different diameters,
al 750 (bottom image) and b) 30-μm-i.d. Both columns are packed with the
same stationary phase, spherical particles with 1-um diameter.
A) When the columns were prepared, the figure shows that the column with
the larger diameter has more packing irregularities. Explain this observation.
B) Predict what affect this should have on band broadening and discuss your
prediction using the van Deemter terms.
C) Does this figure support your explanations in application question 33?
Explain why or why not and make any changes in your answers in light of
this figure.
Figure 4 SEM images of
sections of packed columns
for a) 750 and b) 30-um-i.d.
capillary columns.³
fcrip
= ↓ bandwidth Il temp
32. What impact (increase, decrease, or no change) does each of the following conditions have on the individual
components of the van Deemter equation and consequently, band broadening?
Increase temperature
Longer column
Using a gas mobile phase
instead of liquid
Smaller particle stationary phase
Multiple Paths
Diffusion
Mass Transfer
34. Figure 3 shows Van Deemter plots for a solute molecule using different column inner diameters (i.d.).
A) Predict whether decreasing the column inner diameters increase or decrease bandwidth.
B) Predict which van Deemter equation coefficient (A, B, or C) has the greatest effect on increasing or
decreasing bandwidth as a function of i.d. and justify your answer.
Figure 3 Van Deemter plots for hydroquinone using different column inner diameters (i.d. in μm). The data was
obtained from liquid chromatography experiments using fused-silica capillary columns packed with 1.0-μm particles.
35
20
H(um)
큰 20
15
90
0+
1500
100
75
550
01
02
594
05
μ(cm/sec)
30
15
10
Chapter 5 Solutions
Organic Chemistry (9th Edition)
Ch. 5.2 - Determine whether the following objects are chiral...Ch. 5.2A - Prob. 5.2PCh. 5.2B - Prob. 5.3PCh. 5.2B - Prob. 5.4PCh. 5.2C - Prob. 5.5PCh. 5.3 - Prob. 5.6PCh. 5.3 - Prob. 5.7PCh. 5.4D - Prob. 5.8PCh. 5.4D - Prob. 5.9PCh. 5.4D - Prob. 5.10P
Ch. 5.5 - Prob. 5.11PCh. 5.7 - When optically pure (R)-2-bromobutane is heated...Ch. 5.7 - Prob. 5.13PCh. 5.8 - Prob. 5.14PCh. 5.9B - Draw three-dimensional representations of the...Ch. 5.10A - For each sot of examples, make a model of the...Ch. 5.10A - Draw a Fischer projection for each compound....Ch. 5.10B - Prob. 5.18PCh. 5.10C - For each Fischer projection, label each asymmetric...Ch. 5.11C - Prob. 5.20PCh. 5.13 - Prob. 5.21PCh. 5.13 - Prob. 5.22PCh. 5.15 - Prob. 5.23PCh. 5.16A - Prob. 5.24PCh. 5 - The following four structures are naturally...Ch. 5 - For each structure, 1. star () any asymmetric...Ch. 5 - Prob. 5.27SPCh. 5 - Prob. 5.28SPCh. 5 - Prob. 5.29SPCh. 5 - Prob. 5.30SPCh. 5 - Prob. 5.31SPCh. 5 - Prob. 5.32SPCh. 5 - Prob. 5.33SPCh. 5 - Prob. 5.34SPCh. 5 - For each structure, 1. draw all the stereoisomers....Ch. 5 - Prob. 5.36SPCh. 5 - Prob. 5.37SPCh. 5 - 3,4-Dimethylpent-1-ene has the formula...Ch. 5 - A graduate student was studying enzymatic...Ch. 5 - Prob. 5.40SPCh. 5 - Prob. 5.41SP
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